HCID 19962312, compound → HCID 53648127, compound

HRID 53397Notes

Reaction equation

HRID 53397 reaction equation
CC1(C)C2C=CC([C:12]#[C:13][C:14]3[CH:22]=[CH:21][C:17]([C:18]([OH:20])=[O:19])=[CH:16][CH:15]=3)=CC=2C(SCC)=CC1.[CH3:27][C:28]1([CH3:56])[C:37]2[CH:36]=[C:35](C#CC3C=CC(C(OCC)=O)=CC=3)[CH:34]=[CH:33][C:32]=2[C:31]([S:51][C:52]([CH3:55])([CH3:54])[CH3:53])=[CH:30][CH2:29]1>>[CH3:27][C:28]1([CH3:56])[C:37]2[CH:36]=[CH:35][C:34]([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:33][C:32]=2[C:31]([S:51][C:52]([CH3:54])([CH3:55])[CH3:53])=[CH:30][CH2:29]1

Participants

3

Reactant 2

HCID 19962312HCID 19962312, compound2×HCID 54158847Ethyl 4-[(7,8-dihydro-8,8-dimethyl-5-(2-methyl-2-propylthio) naphth-2-yl)ethynyl]benzoate2×

Product 1

HCID 53648127HCID 53648127, compound

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-(2-methyl-2-propylthio) naphth-2-yl)ethynyl]benzoate (Compound 159) was converted into the title compound (light yellow crystals, recrystallized from a 50% solution of acetonitrile and ethyl acetate) using 2 ml of KOH (2N aqueous solution).

Sources & evidence

ORD record
ord-e54a80093535417da8bd7d7de9845f4d
Source dataset
uspto-grants-1997_04
Patent number
US05618931

Reaction notes

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