GB832490A - Amino-alcohols and amino-esters - Google Patents

Amino-alcohols and amino-esters

Info

Publication number
GB832490A
GB832490A GB721857A GB721857A GB832490A GB 832490 A GB832490 A GB 832490A GB 721857 A GB721857 A GB 721857A GB 721857 A GB721857 A GB 721857A GB 832490 A GB832490 A GB 832490A
Authority
GB
United Kingdom
Prior art keywords
tolyl
alkyl
compounds
amine
formula
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired
Application number
GB721857A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Individual
Original Assignee
Individual
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Individual filed Critical Individual
Priority to GB721857A priority Critical patent/GB832490A/en
Publication of GB832490A publication Critical patent/GB832490A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
    • C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
    • C07D211/08—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms
    • C07D211/10—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with radicals containing only carbon and hydrogen atoms attached to ring carbon atoms
    • C07D211/14—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with radicals containing only carbon and hydrogen atoms attached to ring carbon atoms with hydrocarbon or substituted hydrocarbon radicals attached to the ring nitrogen atom
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
    • C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
    • C07D211/36—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D211/40—Oxygen atoms
    • C07D211/44—Oxygen atoms attached in position 4
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
    • C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
    • C07D211/36—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D211/40—Oxygen atoms
    • C07D211/44—Oxygen atoms attached in position 4
    • C07D211/52—Oxygen atoms attached in position 4 having an aryl radical as the second substituent in position 4
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
    • C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D211/68—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member
    • C07D211/72—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, directly attached to ring carbon atoms
    • C07D211/74—Oxygen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
    • C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D211/68—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member
    • C07D211/72—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, directly attached to ring carbon atoms
    • C07D211/78—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Hydrogenated Pyridines (AREA)

Abstract

The invention comprises compounds of the formula <FORM:0832490/IV (b)/1> wherein R1 is a phenyl group bearing alkyl or alkoxy substituents of 1-6 carbon atoms, R2 is hydrogen or an alkyl group of 1-6 carbon atoms and R3 is phenyl, esters of the compounds with saturated fatty acids of 2-7 carbon atoms and acid addition salts of these esters, and their preparation by reacting the appropriate N-phenylethyl-piperidone-(4) with an organometallic derivative of an alkyl- or alkoxy-substituted benzene, for example an organolithium derivative, or in the case of the esters, acylating the compound of the formula I by refluxing with a lower fatty anhydride in pyridine. The compounds are also prepared by reacting a styrene derivative R1-C(CH2.R2)= CH2 with an amine R3.CH2CH2NH2 in th presence of aqueous formaldehyde. Products are specified in which R1 and R2 respectively have the values (1) m-tolyl, H; (2) o-tolyl, CH3; (3) m-tolyl, CH3; (4) p-tolyl, CH3; (5) o-ethoxyphenyl, CH3; (6) o-methoxyphenyl, CH3; (7) o-tolyl, C2H5; (8) o-tolyl, C3H7 (n); (9) o-ethylphenyl, H. Acetyl derivatives of these compounds are also referred to. N - Phenethyl - piperidones - (4) optionally bearing alkyl substituents in the 3-position, used as starting materials, are made by cyclizing an amine of the formula R3CH2CH2N.(CH2CH2COO.Alkyl) CH2CHR2COOAlkyl e.g. by treatment with sodium in xylene and treating the resulting 5-carbalkoxy-N-phenethylpiperidone-(4) with aqueous hydrochloric acid to give the desired piperidone or in the case where R2 is hydrogen, the intermediate ketal which is subsequently hydrolysed. Tertiary amines of the formula II are made by treating a primary amine R3.CH2.CH2.NH2 with an acrylic ester which may give the tertiary amine directly or in the case when R2 is an alkyl group, the secondary amine is first formed and is treated with an a -substituted acrylic ester. The Provisional Specification relates generally to compounds wherein R1 is an alkyl, aryl or aralkyl radical.
GB721857A 1957-03-05 1957-03-05 Amino-alcohols and amino-esters Expired GB832490A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB721857A GB832490A (en) 1957-03-05 1957-03-05 Amino-alcohols and amino-esters

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB721857A GB832490A (en) 1957-03-05 1957-03-05 Amino-alcohols and amino-esters

Publications (1)

Publication Number Publication Date
GB832490A true GB832490A (en) 1960-04-13

Family

ID=9828892

Family Applications (1)

Application Number Title Priority Date Filing Date
GB721857A Expired GB832490A (en) 1957-03-05 1957-03-05 Amino-alcohols and amino-esters

Country Status (1)

Country Link
GB (1) GB832490A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0083093A2 (en) * 1981-12-28 1983-07-06 E.I. Du Pont De Nemours And Company Process and intermediates of octahydrobenzofuro(3,2-e)isoquinolines
CN113176369A (en) * 2021-04-09 2021-07-27 浙江省海洋生态环境监测中心 Method for determining organic tin in marine shellfish product

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0083093A2 (en) * 1981-12-28 1983-07-06 E.I. Du Pont De Nemours And Company Process and intermediates of octahydrobenzofuro(3,2-e)isoquinolines
EP0083093A3 (en) * 1981-12-28 1984-05-23 E.I. Du Pont De Nemours And Company Process and intermediates of octahydrobenzofuro(3,2-e)isoquinolines
CN113176369A (en) * 2021-04-09 2021-07-27 浙江省海洋生态环境监测中心 Method for determining organic tin in marine shellfish product

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