1-Ethynyl-3-(propylsulfonyl)benzene → Tert-butyl[2-{[3-(propylsulfonyl)phenyl]ethynyl}-4-(trifluoromethyl)phenoxy]acetate

HRID 2390162Notes

Reaction equation

HRID 2390162 reaction equation
[C:1]([O:5][C:6](=[O:20])[CH2:7][O:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]([F:18])([F:17])[F:16])=[CH:11][C:10]=1Br)([CH3:4])([CH3:3])[CH3:2].[C:21]([C:23]1[CH:28]=[CH:27][CH:26]=[C:25]([S:29]([CH2:32][CH2:33][CH3:34])(=[O:31])=[O:30])[CH:24]=1)#[CH:22]>>[C:1]([O:5][C:6](=[O:20])[CH2:7][O:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]([F:18])([F:17])[F:16])=[CH:11][C:10]=1[C:22]#[C:21][C:23]1[CH:28]=[CH:27][CH:26]=[C:25]([S:29]([CH2:32][CH2:33][CH3:34])(=[O:31])=[O:30])[CH:24]=1)([CH3:4])([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 565942671-Ethynyl-3-(propylsulfonyl)benzene2×HCID 58297405Tert-butyl (2-bromo-4-trifluoromethylphenoxy)acetate2×

Product 1

HCID 58522052Tert-butyl[2-{[3-(propylsulfonyl)phenyl]ethynyl}-4-(trifluoromethyl)phenoxy]acetate

Procedure

Following the general method as outlined in Intermediate 20, starting from tert-butyl[2-bromo-4-(trifluoromethyl)phenoxy]acetate (Intermediate 35) and 1-ethynyl-3-(propane-1-sulfonyl)-benzene (Intermediate 42), the title compound was obtained as a colorless oil after purification by flash column chromatography (silica), eluting with cyclohexane containing increasing amounts of EtOAc

Sources & evidence

ORD record
ord-d901a368a4b5499d97042654fa91fe7e
Source dataset
uspto-grants-2012_09
Patent number
US08273769B2

Reaction notes

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