Process for synthesis of acetylenic carbinols

Organic compounds -- part of the class 532-570 series – Organic compounds – Cyclopentanohydrophenanthrene ring system containing

Patent

Rate now

  [ 0.00 ] – not rated yet Voters 0   Comments 0

Details

552595, 552600, C07J 4100

Patent

active

055678300

ABSTRACT:
A method for the preparation of an acetylenic alcohol by reaction of 1,2-dibromoethylene with an alkyl, aryl an heteroaryl lithium in an inert solvent, followed by reaction with a carbonyl-containing compound to give an acetylenic alcohol is disclosed.

REFERENCES:
patent: 2267257 (1941-12-01), Ruzicka
patent: 2666769 (1954-01-01), Colton
patent: 2691028 (1954-10-01), Colton
patent: 2725389 (1955-11-01), Colton
patent: 2816910 (1957-12-01), Junkmann et al.
patent: 2849462 (1958-08-01), de Ruggieri
patent: 2939819 (1960-06-01), Barton et al.
patent: 3135743 (1964-06-01), Clinton et al.
patent: 3176013 (1965-03-01), Klimstra
patent: 3413314 (1968-11-01), Amiard et al.
patent: 3478067 (1969-11-01), Bertin et al.
patent: 3725439 (1973-04-01), Patchett et al.
patent: 4081537 (1978-03-01), Hofmeister et al.
patent: 4748024 (1988-05-01), Leonard
Bond et al., "Synthesis and Biological Inactivity of Some 4.alpha.,6-Cyclo Steroids," J. Med. Chem. 19:255-259 (1976).
Brandsma & Verkruijsse, "Synthesis of Acetylenes and Cumulenes by Elimination Reactions," in: Synthesis of Acetylenes, Allenes and Cumulenes: A Laboratory Manual, Elsevier Scientific Publishing Co., N.Y., pp. 115, 271-272 (1981).
Brittelli & Boswell, "New Furoxan Chemistry. 1. Synthesis of Diacylfuroxans by Reaction of Ethynyl Acetates with Nitrosyl Fluoride/Nitrosonium Tetrafluoroborate," J. Org. Chem. 46:312-315 (1981).
Burdett & Rao, "Synthesis of 17.alpha.-Ethynyl-7.alpha.,11.beta.-dihydroxyestra-1,3,5 (10)-triene-3,17.beta.-diol," J. Chem. Soc. Perkin Trans. I:2877-2880 (1982).
Cradock et al., "Preparation and Properties of some Silyl-and Germyl-halogenoacetylenes and of Digermylacetylene," J. Chem. Soc. Dalton, pp. 759-763. (1978).
Gillespie & Walker, "Phosphides and Arsenides as Metal-Halogen Exchange Reagents. Part 1. Dehalogenation of Aliphatic Dihalides," J. Chem. Soc. Perkin Trans. I:1689-1695 (1983).
Hu & Covey, "Synthesis of 1,10-Seco-5.alpha.-estr-1-ynes: Potential Mechanism-based Inhibitors of 3.alpha.-and 3.alpha.-Hydroxysteroid Dehydrogenases," J. Chem. Soc. Perkin Trans. I :417-422 (1993).
Khan, N. A., "Acetylenic Compounds: VIII Reactions of .alpha.,.beta.-vinylic dibromides with sodium in liquid ammonia," Pakistan J. Sci. Res. 13:87-88 (Apr. 1961).
Midland, M. M., "Preparation of Monolithium Acetylide in Tetrahydrofuran. Reaction with Aldehydes and Ketones," J. Org. Chem. 40:2250-2252 (1975).

LandOfFree

Say what you really think

Search LandOfFree.com for the USA inventors and patents. Rate them and share your experience with other people.

Rating

Process for synthesis of acetylenic carbinols does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with Process for synthesis of acetylenic carbinols, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Process for synthesis of acetylenic carbinols will most certainly appreciate the feedback.

Rate now

     

Profile ID: LFUS-PAI-O-2359590

  Search
All data on this website is collected from public sources. Our data reflects the most accurate information available at the time of publication.