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 610335Notes

Reaction equation

HRID 610335 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([CH3:57])[C:40]2[CH:39]=[C:38]([C:41]#[C:42][C:43]3[CH:53]=[CH:52][C:46]([C:47]([O:49]CC)=[O:48])=[CH:45][CH:44]=3)[CH:37]=[CH:36][C:35]=2[C:34]([C:54]#[C:55][CH3:56])=[CH:33][CH2:32]1>>[CH3:30][C:31]1([CH3:57])[C:40]2[CH:39]=[C:38]([C:41]#[C:42][C:43]3[CH:44]=[CH:45][C:46]([C:47]([OH:49])=[O:48])=[CH:52][CH:53]=3)[CH:37]=[CH:36][C:35]=2[C:34]([C:54]#[C:55][CH3:56])=[CH:33][CH2:32]1

Participants

3

Reactant 2

HCID 18314565Ethyl 4-[(7,8-dihydro-8,8-dimethyl-5-(1-propynyl)naphth-2-yl)ethynyl]benzoate2×HCID 67687635((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 (0.5 M aqueous solution).

Sources & evidence

ORD record
ord-c9fa7ebd70b04f8a972a559738823573
Source dataset
uspto-grants-1999_12
Patent number
US05998471

Reaction notes

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