HCID 19962313, compound → HCID 9869341, compound

HRID 53396Notes

Reaction equation

HRID 53396 reaction equation
[CH3:1][C:2]1([CH3:30])[C:11]2[CH:10]=[CH:9][C:8]([C:12]#[C:13][C:14]3[CH:24]=[CH:23][C:17]([C:18]([O:20][CH2:21][CH3:22])=[O:19])=[CH:16][CH:15]=3)=[CH:7][C:6]=2[C:5]([S:25]([CH2:28][CH3:29])(=[O:27])=[O:26])=[CH:4][CH2:3]1.[CH3:31][C:32]1(C)C2C=CC(C#CC3C=CC(C(OCC)=O)=CC=3)=CC=2C(SC2C=CC=CC=2)=[CH:34][CH2:33]1>>[CH3:30][C:2]1([CH3:1])[C:11]2[CH:10]=[CH:9][C:8]([C:12]#[C:13][C:14]3[CH:15]=[CH:16][C:17]([C:18]([O:20][CH2:21][CH3:22])=[O:19])=[CH:23][CH:24]=3)=[CH:7][C:6]=2[C:5]([S:25]([C:28]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:29]=2)(=[O:26])=[O:27])=[CH:4][CH2:3]1

Participants

3

Reactant 2

HCID 19962313HCID 19962313, compound2×HCID 19962320Ethyl 4-[(7,8-dihydro-8,8-dimethyl-5-phenylthionaphth-3-yl)ethynyl]benzoate2×

Product 1

HCID 9869341HCID 9869341, compound

Procedure

Employing the same general procedure as for the preparation of ethyl 4-[(7,8-dihydro-8,8-dimethyl-5-ethylsulfonylnaphth-3-yl)ethynyl]benzoate (Compound 153), 50 mg (0.11 mmol) of ethyl 4-[(7,8-dihydro-8,8-dimethyl-5-phenylthionaphth-3-yl)ethynyl]benzoate (Compound 155) was converted into the title compound (white solid, recrystallized from ethyl alcohol) using 157 mg (0.46 mmol) of 50% 3-chloroperoxybenzoic acid.

Sources & evidence

ORD record
ord-11398755cc2942a9bd6b5b42073a7ca8
Source dataset
uspto-grants-1997_04
Patent number
US05618931

Reaction notes

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