Bromopinacolone → 2,2-Dimethyl-1-(3-methyl-1-benzothien-2-yl)propan-1-one

Reaction equation

[SH:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8](=O)[CH3:9].Br[CH2:12][C:13](=[O:18])[C:14]([CH3:17])([CH3:16])[CH3:15]>>[CH3:15][C:14]([CH3:17])([CH3:16])[C:13]([C:12]1[S:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=2[C:8]=1[CH3:9])=[O:18]

Participants

Reactant 2

HCID 21642Bromopinacolone

HCID 110948191-(2-Sulfanylphenyl)ethan-1-one

Product 1

HCID 207723212,2-Dimethyl-1-(3-methyl-1-benzothien-2-yl)propan-1-one

Procedure

The title compound was prepared from 1-(2-mercaptophenyl)ethanone and 1-bromopinacolone using the procedure in Step B Examples 36˜49. 1H NMR (CDCl3, 500 MHz) 7.82˜7.88 (m, 2H), 7.44˜7.50 (m, 2H), 2.60 (s, 3H), 1.41 (s, 9H). LC-MS: 4.06 min. (m/Z=233.4, 191).

Workup

custom4.06 min. (m/Z=233.4, 191)

Sources & evidence

ORD record: ord-e499ff48e4fc4f77a90d87848303f2f6
Source dataset: uspto-grants-2009_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07576122B2

Reaction notes

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