GB864261A - Manufacture of unsaturated aliphatic-diols - Google Patents

Manufacture of unsaturated aliphatic-diols

Info

Publication number
GB864261A
GB864261A GB17444/57A GB1744457A GB864261A GB 864261 A GB864261 A GB 864261A GB 17444/57 A GB17444/57 A GB 17444/57A GB 1744457 A GB1744457 A GB 1744457A GB 864261 A GB864261 A GB 864261A
Authority
GB
United Kingdom
Prior art keywords
amino
resulting
octadec
dihydroxy
diols
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
GB17444/57A
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.)
BASF Schweiz AG
Original Assignee
Ciba AG
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 Ciba AG filed Critical Ciba AG
Publication of GB864261A publication Critical patent/GB864261A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C231/00Preparation of carboxylic acid amides
    • C07C231/12Preparation of carboxylic acid amides by reactions not involving the formation of carboxamide groups

Landscapes

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

Abstract

The invention comprises 1:3-dihydroxy-2-amino-octadec-4-ynes and their acetyl derivatives in the form of their different isomers; threo-1 : 3 dihydroxy-2-amino-octadec-4-enes and their acetyl compounds; erythro-cis-1 : 3-dihydroxy-2-amino-octadec-4-ene and its acetyl compounds and a stereospecific process for the manufacture of 1:3-dihydroxy-2-amino-octadec-4-enes in the form of their different isomers and their acetyl compounds, which comprises condensing hexadec-2-ynal-(1) with b -nitroethanol, reacting the resulting 1 : 3-dihydroxy-2-nitro-octadec-4-yne with an aldehyde, preferably benzaldehyde, reducing the nitro group in the resulting nitro-m-dioxanes, if desired, after isomerization, acetylating, if desired, the resulting amino group, splitting up the dioxane ring and at any stage after the reduction of the nitro group converting the triple bond into a double bond and, if desired, converting the resulting amino-diols into acetyl derivatives or resulting acetyl derivatives into amino-diols, and/or converting the resulting amino-diols into their acid addition salts or salt into the free bases. Nitro groups are preferably reduced by means of aluminium amalgam and reduction of the triple bond by hydrogen in the presence of a Lindlar-catalyst or a palladium catalyst poisoned with quinoline gives cis-compounds whereas with alkali metal and an alcohol or with a dimetal hydride the trans-isomer is obtained. Specification 864,262 is referred to.
GB17444/57A 1956-06-06 1957-05-31 Manufacture of unsaturated aliphatic-diols Expired GB864261A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH864261X 1956-06-06

Publications (1)

Publication Number Publication Date
GB864261A true GB864261A (en) 1961-03-29

Family

ID=4543475

Family Applications (1)

Application Number Title Priority Date Filing Date
GB17444/57A Expired GB864261A (en) 1956-06-06 1957-05-31 Manufacture of unsaturated aliphatic-diols

Country Status (3)

Country Link
CH (1) CH349592A (en)
FR (1) FR1230430A (en)
GB (1) GB864261A (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
IT1171432B (en) * 1981-08-03 1987-06-10 Fidia Farmaceutici ORGANIC STARCHES DERIVED FROM NITROGEN LIPIDS USABLE AS DRUGS

Also Published As

Publication number Publication date
CH349592A (en) 1960-10-31
FR1230430A (en) 1960-09-15

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