HCID 19962312, compound → 4-[(7,8-Dihydro-8,8-dimethyl-5-benzylthionaphth-3-yl)ethynyl]benzoic acid

HRID 53399Notes

Reaction equation

HRID 53399 reaction equation
CC1(C)C2C=CC(C#CC3C=CC(C(O)=O)=CC=3)=CC=2C(SCC)=CC1.[CH3:27][C:28]1([CH3:59])[C:37]2[CH:36]=[CH:35][C:34]([C:38]#[C:39][C:40]3[CH:50]=[CH:49][C:43]([C:44]([O:46]CC)=[O:45])=[CH:42][CH:41]=3)=[CH:33][C:32]=2[C:31]([S:51][CH2:52][C:53]2[CH:58]=[CH:57][CH:56]=[CH:55][CH:54]=2)=[CH:30][CH2:29]1>>[CH3:27][C:28]1([CH3:59])[C:37]2[CH:36]=[CH:35][C:34]([C:38]#[C:39][C:40]3[CH:50]=[CH:49][C:43]([C:44]([OH:46])=[O:45])=[CH:42][CH:41]=3)=[CH:33][C:32]=2[C:31]([S:51][CH2:52][C:53]2[CH:58]=[CH:57][CH:56]=[CH:55][CH:54]=2)=[CH:30][CH2:29]1

Participants

3

Reactant 2

HCID 19962312HCID 19962312, compound2×HCID 19962316HCID 19962316, compound2×

Product 1

HCID 199623154-[(7,8-Dihydro-8,8-dimethyl-5-benzylthionaphth-3-yl)ethynyl]benzoic acid

Procedure

Employing the same general procedure as for the preparation of 4-[(7,8-dihydro-8,8-dimethyl-5-ethylthionaphth-3-yl)ethynyl]benzoic acid (Compound 152), 100 mg (0.38 mmol) of ethyl 4-[(7,8-dihydro-8,8-dimethyl-5-benzylthionaphth-3-yl)ethynyl]benzoate (Compound 161) was converted into the title compound (white needles, recrystallized from a 50% solution of acetonitrile and ethyl acetate) using 2 ml of KOH (2N aqueous solution).

Sources & evidence

ORD record
ord-a5ee283989e5427f907bb2a886264014
Source dataset
uspto-grants-1997_04
Patent number
US05618931

Reaction notes

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