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Process for producing 1-(5-substituted-2-ethynylphenyl)-2-propanones
   
Document Number
US Patent 4798893
Issued Date
January 17, 1989
Link
Inventors
Maryanoff; Cynthia A. (Solebury Township, PA)
Olofson; Roy A. (State College, PA)
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Abstract
A method for the synthesis of the 2-propanone (I) is described starting from alkoxide (II) through the lactone (IV). ##STR1## Excellent control of the location of the substitution on the phenyl ring is achieved and the reaction proceeds in high yield.
Drawing
Process for producing 1-(5-substituted-2-ethynylphenyl)-2-propanones - US Patent 4798893 Drawing
Drawing from US Patent 4798893
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Number of Claims:
13
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Owner
McNeilab, Inc. (Springhouse, PA)
Published
January 17, 1989
Application Number
07/099,427
Filed
September 21, 1987
US Classification
544/215   544/180 544/182 544/194 544/197 544/198 544/208 544/209 544/211 544/212 544/224 544/238 544/239 544/240 544/296 544/299 544/300 544/301 544/302 544/309 544/310 544/311 544/312 544/314 544/315 544/316 544/317 544/318 544/319
Int'l Classification
C07C   49/255   (20060101)   C07C   49/248   (20060101)   C07C   49/747   (20060101)   C07C   49/00   (20060101)   C07C   45/00   (20060101)   C07D   307/00   (20060101)   C07C   45/67   (20060101)   C07D   307/83   (20060101)   C07C   45/68   (20060101)   C07C   45/71   (20060101)  
Examiner
Assistant Examiner
Attorney/Law Firm
USPTO Field of Search
549/59   549/61   549/62   549/68   549/69   549/75   549/78   549/475   549/478   549/479   549/480   549/483   549/484   549/491   549/496   549/498   549/501   548/518   548/527   548/519   548/520   548/522   548/531   548/532   548/540   548/541   548/543   548/544   548/545   548/546   548/547   548/551   548/556   548/557   548/558   548/560   548/194   548/127   548/128   548/129   548/130   546/261   546/262   546/263   546/264   546/265   546/267   546/275   546/276   546/277   546/278   546/279   546/280   546/281   546/283   546/284   546/286   546/287   546/288   546/289   544/357   544/405   544/406   544/408   544/336   544/296   544/299   544/300   544/301   544/302   544/309   544/310   544/311   544/312   544/314   544/315   544/316   544/317   544/318   560/108   560/138   568/325  
Related Patents
5516904 - Acetylenes disubstituted with a heteroaromatic group and a substituted phenyl group having retinoid like activity - Owned by Allergan, Inc. (Irvine, CA)

Retinoid like activity is exhibited by compounds of the formula ##STR1## where R.sub.1 -R.sub.3 independently are hydrogen, lower alkyl, cycloalkyl or lower alkenyl, A and B independently are hydrogen, lower alkyl, cycloalkyl, lower alkenyl, SR.sub.4 or OR.sub.4 where R.sub.4 is lower alkyl, cycloalkyl or lower alkenyl; Y is selected from a group consisting of pyridazinyl, pyrimidinyl, pyrazinyl or oxazolyl; E is lower alkenyl, lower alkynyl, lower cycloalkyl, lower branched chain alkyl, or is characterized by the formula (CH.sub.2).sub.n where n is 0-5, and Z is H, OH, OR.sub.5, OCOR.sub.5, --COOH or a pharmaceutically acceptable salt, ester or amide thereof, --CH.sub.2 OH, CH.sub.2 OR.sub.6, CH.sub.2 OCOR.sub.6, or --CHO, CH(OR.sub.7).sub.2, CHOR.sub.8 O, or COR.sub.9, CR.sub.9 (OR.sub.7).sub.2, CR.sub.9 OR.sub.8 O where R.sub.5 is lower alkyl, phenyl or lower alkylphenyl, R.sub.6 is lower alkyl, phenyl or lower alkylphenyl, R.sub.7 is lower alkyl, R.sub.8 is a divalent alkyl radical of 2-5 carbons, and R.sub.9 is an alkyl, cycloalkyl or alkenyl group containing 1 to 5 carbons.

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Description
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