1-(2-Trimethylsilyl-1-ethynyl)-3-(propylsulfonyl)benzene → 1-Ethynyl-3-(propylsulfonyl)benzene

HRID 2390141Notes

Reaction equation

HRID 2390141 reaction equation
C(OC(=O)COC1C=CC(Cl)=CC=1C#C)(C)(C)C.C[Si](C)(C)[C:21]#[C:22][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>>[C:22]([C:23]1[CH:28]=[CH:27][CH:26]=[C:25]([S:29]([CH2:32][CH2:33][CH3:34])(=[O:30])=[O:31])[CH:24]=1)#[CH:21]

Participants

3

Reactant 2

HCID 565942661-(2-Trimethylsilyl-1-ethynyl)-3-(propylsulfonyl)benzene2×HCID 56594381Tert-butyl(4-chloro-2-ethynylphenoxy)acetate

Product 1

HCID 565942671-Ethynyl-3-(propylsulfonyl)benzeneYield 70%

Procedure

Following the general method as outlined in Intermediate 3, starting from 1-(2-trimethylsilyl-1-ethynyl)-3-(propylsulfonyl)benzene (Intermediate 41), the title compound was obtained as a brown liquid in 70% yield after purification by column chromatography (silica) eluting with petroleum ether and ethyl acetate.

Sources & evidence

ORD record
ord-380274e14d2f4bf48e1829b06270b25c
Source dataset
uspto-grants-2012_09
Patent number
US08273769B2

Reaction notes

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