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

HRID 53393Notes

Reaction equation

HRID 53393 reaction equation
[CH3:1][C:2]1([CH3:28])[C:11]2[CH:10]=[C:9](C#CC3C=CC(C(O)=O)=CC=3)[CH:8]=[CH:7][C:6]=2[C:5]([S:23]([CH2:26][CH3:27])(=[O:25])=[O:24])=[CH:4][CH2:3]1.CC1(C)C2C=CC([C:40]#[C:41][C:42]3[CH:50]=[CH:49][C:45]([C:46]([OH:48])=[O:47])=[CH:44][CH:43]=3)=CC=2C(SCC)=CC1>>[CH3:1][C:2]1([CH3:28])[C:11]2[CH:10]=[CH:9][C:8]([C:40]#[C:41][C:42]3[CH:50]=[CH:49][C:45]([C:46]([OH:48])=[O:47])=[CH:44][CH:43]=3)=[CH:7][C:6]=2[C:5]([S:23]([CH2:26][CH3:27])(=[O:24])=[O:25])=[CH:4][CH2:3]1

Participants

3

Reactant 2

HCID 19962312HCID 19962312, compound2×HCID 199623234-(7,8-Dihydro-8,8-dimethyl-5-ethylsulfonylnaphth-2-ylethynyl)benzoic acid2×

Product 1

HCID 199623184-[(7,8-Dihydro-8,8-dimethyl-5-ethylsulfonylnaphth-3-yl)ethynyl]benzoic acid

Procedure

Employing the same general procedure as for the preparation of 4- (7,8-dihydro-8,8-dimethyl-5-ethylsulfonylnaphth-2-ylethynyl)benzoic acid (Compound 150), 25 mg (0.07 mmol) of 4-[(7,8-dihydro-8,8-dimethyl-5-ethylthionaphth-3-yl)ethynyl]benzoic acid (Compound 152) was converted to the title compound (white solid, recrystallized from ethyl alcohol) using 95 mg (0.28 mmol) of 50% 3-chloroperoxybenzoic acid.

Sources & evidence

ORD record
ord-c2f248118ea84865bd46ca4c151e41e1
Source dataset
uspto-grants-1997_04
Patent number
US05618931

Reaction notes

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