GB787668A - Improvements in and relating to the preparation of aminocarbinols - Google Patents

Improvements in and relating to the preparation of aminocarbinols

Info

Publication number
GB787668A
GB787668A GB11244/55A GB1124455A GB787668A GB 787668 A GB787668 A GB 787668A GB 11244/55 A GB11244/55 A GB 11244/55A GB 1124455 A GB1124455 A GB 1124455A GB 787668 A GB787668 A GB 787668A
Authority
GB
United Kingdom
Prior art keywords
cyclohexyl
prepared
hydrochloride
magnesium
ether
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
GB11244/55A
Inventor
Harry Charles Murfitt
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.)
Wellcome Foundation Ltd
Original Assignee
Wellcome Foundation Ltd
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 Wellcome Foundation Ltd filed Critical Wellcome Foundation Ltd
Priority to GB11244/55A priority Critical patent/GB787668A/en
Publication of GB787668A publication Critical patent/GB787668A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C211/00—Compounds containing amino groups bound to a carbon skeleton
    • C07C211/33—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of rings other than six-membered aromatic rings
    • C07C211/34—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of rings other than six-membered aromatic rings of a saturated carbon skeleton
    • C07C211/35—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of rings other than six-membered aromatic rings of a saturated carbon skeleton containing only non-condensed rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C209/00—Preparation of compounds containing amino groups bound to a carbon skeleton
    • C07C209/62—Preparation of compounds containing amino groups bound to a carbon skeleton by cleaving carbon-to-nitrogen, sulfur-to-nitrogen, or phosphorus-to-nitrogen bonds, e.g. hydrolysis of amides, N-dealkylation of amines or quaternary ammonium compounds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C229/00—Compounds containing amino and carboxyl groups bound to the same carbon skeleton
    • C07C229/02—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton
    • C07C229/28—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being saturated and containing rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
    • C07C2601/14—The ring being saturated

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

Secondary aminocarbinols of the general formula: <FORM:0787668/IV (b)/1> are prepared from b -aminoketones of general formula C6H5CO.CH2.CH2.NHR in the form of their hydrohalide salts, by reaction with a cyclohexyl organo metallic reagent, e.g. cyclohexyl magnesium halide or cyclohexyllithium (where R is an alkyl group with 1-3 carbon atoms). In an example 1-cyclohexyl-1-phenyl-3-methylaminopropan-1-ol is prepared by refluxing a mixture of b -methylaminopropiophenone hydrochloride with a solution in ether of a Grignard reagent obtained by reacting cyclohexyl chloride with magnesium and iodine. The resulting mixture is cooled in ice and acetic acid and then warmed to not more than 50 DEG C. in order to distil off the ether. Excess ammonia solution is then added and the solid which separates out filtered and precipitated with an equal volume of acetone and water. 1-cyclohexyl-3-ethylamino - 1 - phenylpropan - 1 - ol is prepared by a similar method using 2-ethylaminopropiophenone hydrochloride and cyclohexyl magnesium chloride. Specification 786,612 is referred to.
GB11244/55A 1955-04-19 1955-04-19 Improvements in and relating to the preparation of aminocarbinols Expired GB787668A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB11244/55A GB787668A (en) 1955-04-19 1955-04-19 Improvements in and relating to the preparation of aminocarbinols

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB11244/55A GB787668A (en) 1955-04-19 1955-04-19 Improvements in and relating to the preparation of aminocarbinols

Publications (1)

Publication Number Publication Date
GB787668A true GB787668A (en) 1957-12-11

Family

ID=9982656

Family Applications (1)

Application Number Title Priority Date Filing Date
GB11244/55A Expired GB787668A (en) 1955-04-19 1955-04-19 Improvements in and relating to the preparation of aminocarbinols

Country Status (1)

Country Link
GB (1) GB787668A (en)

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