Ethyl 4-[(7,8-dihydro-8,8-dimethyl-5-(1-propynyl)naphth-2-yl)ethynyl]benzoate → 4-[(7,8-Dihydro-8,8-dimethyl-5-(1-propynyl)naphth-2-yl)ethynyl]benzoic acid

HRID 2393853Notes

Reaction equation

HRID 2393853 reaction equation
[CH3:1][C:2]1([CH3:29])[C:11]2[CH:10]=[C:9]([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:8]=[CH:7][C:6]=2[C:5]([C:23]2C=CC=[CH:25][CH:24]=2)=[CH:4][CH2:3]1.CC1(C)C2C=C(C#CC3C=CC(C(OCC)=O)=CC=3)C=CC=2C(C#CC)=CC1>>[CH3:1][C:2]1([CH3:29])[C:11]2[CH:10]=[C:9]([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:8]=[CH:7][C:6]=2[C:5]([C:23]#[C:24][CH3:25])=[CH:4][CH2:3]1

Participants

3

Reactant 2

HCID 18314565Ethyl 4-[(7,8-dihydro-8,8-dimethyl-5-(1-propynyl)naphth-2-yl)ethynyl]benzoate2×HCID 183145904-[(7,8-Dihydro-8,8-dimethyl-5-phenylnaphth-2-yl)ethynyl]benzoic acid2×

Product 1

HCID 183145734-[(7,8-Dihydro-8,8-dimethyl-5-(1-propynyl)naphth-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), 75 mg (0.20 mmol) of ethyl 4-[(7,8-dihydro-8,8-dimethyl-5-(1-propynyl)naphth-2-yl)ethynyl]benzoate (Compound 92) was converted to the title compound (pale yellow solid) using 42 mg (2 ml, 1.0 mmol) of LiOH (0.5M aqueous solution).

Sources & evidence

ORD record
ord-d0c92ac4df3c4002a17e292b4c6c4699
Source dataset
uspto-grants-1998_09
Patent number
US05808083

Reaction notes

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