GB1423911A - Production of optically active alcohols - Google Patents

Production of optically active alcohols

Info

Publication number
GB1423911A
GB1423911A GB1251073A GB1251073A GB1423911A GB 1423911 A GB1423911 A GB 1423911A GB 1251073 A GB1251073 A GB 1251073A GB 1251073 A GB1251073 A GB 1251073A GB 1423911 A GB1423911 A GB 1423911A
Authority
GB
United Kingdom
Prior art keywords
optically active
phosphine
alcohols
arsine
heptanol
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
GB1251073A
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.)
Monsanto Co
Original Assignee
Monsanto Co
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 Monsanto Co filed Critical Monsanto Co
Publication of GB1423911A publication Critical patent/GB1423911A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B31/00—Reduction in general

Landscapes

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

Abstract

1423911 Optically active alcohols MONSANTO CO 15 March 1973 [16 March 1972] 12510/73 Addition to 1423224 Heading C2C Optically active secondary alcohols are prepared by reacting a chiral ketone of the formula R-CO-R<SP>1</SP> where R is different from R<SP>1</SP> and where both R and R<SP>1</SP> can be any substituted or unsubstituted monovalent hydrocarbon group attached directly to the carbonyl group through a carbon atom, and where R and R<SP>1</SP> can be joined to form a ring, with hydrogen in the presence of an optically active catalyst which is a coordination complex comprising (a) a Group VIII metal having an atomic number greater than 43; in combination with (b) at least one optically active phosphine or arsine ligand. The catalyst may be formed in situ from a solution of a Group VIII metal compound and a phosphine or arsine ligand. They may contain olefinic ligands in addition to the phosphine or arsine ligands. Specified alcohols which may be prepared by the process are menthol, 2-amino-4-heptanol, 3-chloro-4-heptanol, 4,5-dimethyl-3-octanol, borneol, isoborneol, threonine, ephedrine, pseudoephedrine, 1 - phenyl - 2 - acetylamino - 1 - propanol and N-acetylthreonine.
GB1251073A 1972-03-16 1973-03-15 Production of optically active alcohols Expired GB1423911A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US23540572A 1972-03-16 1972-03-16

Publications (1)

Publication Number Publication Date
GB1423911A true GB1423911A (en) 1976-02-04

Family

ID=22885354

Family Applications (1)

Application Number Title Priority Date Filing Date
GB1251073A Expired GB1423911A (en) 1972-03-16 1973-03-15 Production of optically active alcohols

Country Status (6)

Country Link
JP (1) JPS491505A (en)
CA (1) CA1000293A (en)
CH (1) CH593217A5 (en)
DE (1) DE2312924A1 (en)
FR (1) FR2176128B1 (en)
GB (1) GB1423911A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE19902229A1 (en) * 1999-01-21 2000-08-03 Boehringer Ingelheim Pharma Process for the preparation of L-phenylephrine hydrochloride
WO2017211129A1 (en) * 2016-06-07 2017-12-14 浙江普洛康裕制药有限公司 Method for manufacturing ephedrine or pseudoephedrine and ephedrine or pseudoephedrine intermediate

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH0699367B2 (en) * 1987-06-11 1994-12-07 高砂香料工業株式会社 Production method of optically active alcohol
JPH064543B2 (en) * 1987-06-18 1994-01-19 高砂香料工業株式会社 Method for producing optically active alcohol
JPH064544B2 (en) * 1987-06-19 1994-01-19 高砂香料工業株式会社 Method for producing optically active alcohol
JPH0641444B2 (en) * 1987-12-22 1994-06-01 高砂香料工業株式会社 Method for producing optically active threonine
EP0916637B1 (en) * 1995-12-06 2005-04-20 Japan Science and Technology Agency Process for preparating optically active compounds
DE102010025710A1 (en) 2010-06-30 2012-01-05 Spawnt Private S.À.R.L. Storage material and process for recovering H-silanes therefrom

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE19902229A1 (en) * 1999-01-21 2000-08-03 Boehringer Ingelheim Pharma Process for the preparation of L-phenylephrine hydrochloride
DE19902229C2 (en) * 1999-01-21 2000-11-02 Boehringer Ingelheim Pharma Process for the preparation of L-phenylephrine hydrochloride
US6187956B1 (en) 1999-01-21 2001-02-13 Boehringer Ingelheim Pharma Kg Method for preparing of L-phenylephrine hydrochloride
WO2017211129A1 (en) * 2016-06-07 2017-12-14 浙江普洛康裕制药有限公司 Method for manufacturing ephedrine or pseudoephedrine and ephedrine or pseudoephedrine intermediate

Also Published As

Publication number Publication date
CA1000293A (en) 1976-11-23
DE2312924A1 (en) 1973-09-27
FR2176128B1 (en) 1977-04-29
CH593217A5 (en) 1977-11-30
JPS491505A (en) 1974-01-08
FR2176128A1 (en) 1973-10-26

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Legal Events

Date Code Title Description
PS Patent sealed
PCNP Patent ceased through non-payment of renewal fee