3-Methoxybenzenethiol → 2-Methyl-3-(4-trifluoromethyl-phenyl)-benzo[b]thiophen-6-ol

HRID 347160Notes

Reaction equation

[SH:1][C:2]1[CH:3]=[C:4]([O:8]C)[CH:5]=[CH:6][CH:7]=1.Br[CH:11]([CH3:24])[C:12]([C:14]1[CH:19]=[CH:18][C:17]([C:20]([F:23])([F:22])[F:21])=[CH:16][CH:15]=1)=O>>[CH3:24][C:11]1[S:1][C:2]2[CH:3]=[C:4]([OH:8])[CH:5]=[CH:6][C:7]=2[C:12]=1[C:14]1[CH:19]=[CH:18][C:17]([C:20]([F:21])([F:22])[F:23])=[CH:16][CH:15]=1

Participants

Reactant 2

HCID 849893-Methoxybenzenethiol

HCID 104238192-Bromo-1-(4-(trifluoromethyl)phenyl)propan-1-one

Product 1

HCID 179328792-Methyl-3-(4-trifluoromethyl-phenyl)-benzo[b]thiophen-6-ol

Procedure

In analogy to examples 26.1–26.3, 3-Mercaptoanisole and 2-Bromo-1-(4-trifluoromethyl-phenyl)-propan-1-one were converted to yield 2-Methyl-3-(4-trifluoromethyl-phenyl)-benzo[b]thiophen-6-ol as colorless amorphous solid, MS: 308 (M).

Sources & evidence

ORD record: ord-9ed1ef29d48844c3b251a86a30960805
Source dataset: uspto-grants-2007_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07173043B2

Reaction notes

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