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

HRID 270388Notes

Reaction equation

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

Participants

Reactant 2

HCID 849893-Methoxybenzenethiol

HCID 6039072,4'-Dibromopropiophenone

Product 1

HCID 223138873-(4-Bromo-phenyl)-2-methyl-benzo[b]thiophen-6-ol

Procedure

In analogy to examples 26.1-26.3, 3-mercaptoanisole and 2,4′-dibromopropiophenone were converted to yield 3-(4-bromo-phenyl)-2-methyl-benzo[b]thiophen-6-ol as colorless amorphous solid, MS: 318 (M, 1Br).

Sources & evidence

ORD record: ord-445c860cb283411ba86b73ad36b5708e
Source dataset: uspto-grants-2008_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07449483B2

Reaction notes

Loading…