Ethyl 4-[(7,8-dihydro-8,8-dimethylnaphth-3-yl)ethynyl]benzoate → 4-[(7,8-Dihydro-8,8-dimethylnaphth-3-yl)ethynyl]benzoic acid

HRID 277534Notes

Reaction equation

HRID 277534 reaction equation
[CH3:1][C:2]1([CH3:27])[C:11]2[CH:10]=[CH:9][C:8]([C:12]#[C:13][C:14]3[CH:22]=[CH:21][C:17]([C:18]([OH:20])=[O:19])=[CH:16][CH:15]=3)=[CH:7][C:6]=2[C:5](C(C)(C)C)=[CH:4][CH2:3]1.CC1(C)C2C=CC(C#CC3C=CC(C(OCC)=O)=CC=3)=CC=2C=CC1>>[CH3:1][C:2]1([CH3:27])[C:11]2[CH:10]=[CH:9][C:8]([C:12]#[C:13][C:14]3[CH:15]=[CH:16][C:17]([C:18]([OH:20])=[O:19])=[CH:21][CH:22]=3)=[CH:7][C:6]=2[CH:5]=[CH:4][CH2:3]1

Participants

3

Reactant 2

HCID 18314571Ethyl 4-[(7,8-dihydro-8,8-dimethylnaphth-3-yl)ethynyl]benzoate2×HCID 183145964-[(7,8-Dihydro-8,8-dimethyl-5-(1,1-dimethylethyl)naphth-3-yl)ethynyl]benzoic acid2×

Product 1

HCID 183145804-[(7,8-Dihydro-8,8-dimethylnaphth-3-yl)ethynyl]benzoic acid

Procedure

Employing the same general procedure as for the preparation of 4-[(7,8-dihydro-8,8-dimethyl-5-(1,1-dimethylethyl)naphth-3-yl)ethynyl]benzoic acid (Compound 80), 25.3 mg (0.08 mmol) of ethyl 4-[(7,8-dihydro-8,8-dimethylnaphth-3-yl)ethynyl]benzoate (Compound 72) was converted into the title compound (colorless solid) using 8.0 mg (0.14 mmol) of LiOH in H2O.

Sources & evidence

ORD record
ord-7a2ec5e9602e429aa11c41349e1f9ce7
Source dataset
uspto-grants-2002_03
Patent number
US06355806B1

Reaction notes

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