Ethyl 4-[(7,8-dihydro-5,8,8-trimethylnaphth-2-yl)ethynyl]benzoate → 4-[(7,8-Dihydro-5,8,8-trimethylnaphth-2-yl)ethynyl]benzoic acid

HRID 610336Notes

Reaction equation

HRID 610336 reaction equation
CC1(C)C2C=C(C#CC3C=CC=CC=3C(O)=O)C=CC=2C(C2C=CC=CC=2)=CC1.[CH3:30][C:31]1[C:32]2[CH:33]=[CH:34][C:35]([C:43]#[C:44][C:45]3[CH:55]=[CH:54][C:48]([C:49]([O:51]CC)=[O:50])=[CH:47][CH:46]=3)=[CH:36][C:37]=2[C:38]([CH3:42])([CH3:41])[CH2:39][CH:40]=1>>[CH3:30][C:31]1[C:32]2[CH:33]=[CH:34][C:35]([C:43]#[C:44][C:45]3[CH:55]=[CH:54][C:48]([C:49]([OH:51])=[O:50])=[CH:47][CH:46]=3)=[CH:36][C:37]=2[C:38]([CH3:41])([CH3:42])[CH2:39][CH:40]=1

Participants

3

Reactant 2

HCID 18314553Ethyl 4-[(7,8-dihydro-5,8,8-trimethylnaphth-2-yl)ethynyl]benzoate2×HCID 67687635((7,8-Dihydro-8,8-dimethyl-5-phenylnaphth-2-yl)ethynyl]benzoic acid2×

Product 1

HCID 183145954-[(7,8-Dihydro-5,8,8-trimethylnaphth-2-yl)ethynyl]benzoic acid

Procedure

Employing the same general procedure as for the preparation of 4-[(7,8-dihydro-8,8-dimethyl-5-phenylnaphth-2-yl)ethynyl]benzoic acid (Compound 97), 37 mg (0.11 mmol) of ethyl 4-[(7,8-dihydro-5,8,8-trimethylnaphth-2-yl)ethynyl]benzoate (Compound 95) was converted to the title compound (white solid) using 23 mg (1.1 ml, 0.54 mmol) of LiOH (0.5 M aqueous solution).

Sources & evidence

ORD record
ord-32f7ed3b114642ab81c2c5875817bce0
Source dataset
uspto-grants-1999_12
Patent number
US05998471

Reaction notes

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