4-Bromothiophenol → 5-Bromo-1-benzothiophene

HRID 1070323Notes

Reaction equation

HRID 1070323 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([SH:8])=[CH:4][CH:3]=1.CO[CH:11](OC)[CH2:12]Br>>[Br:1][C:2]1[CH:7]=[CH:6][C:5]2[S:8][CH:11]=[CH:12][C:4]=2[CH:3]=1

Participants

3

Reactant 2

HCID 660494-BromothiophenolHCID 816722-Bromo-1,1-dimethoxyethane

Product 1

HCID 27765785-Bromo-1-benzothiophene

Procedure

5-Bromobenzo[b]thiophene was prepared in quantitative yield for two steps from 4-bromobenzenethiol and bromoacetaldehyde dimethyl acetal as described in the preparation of 4- and 6-methoxybenzo[b]thiophene (see Example 92, Part A): mp 40-43.5° C.; FDMS 212.1 (M−1); Anal. Calcd for C8H5BrS·0.10C7H8OS: C, 46.01; H, 2.57; S, 15.53. Found: C, 46.19; H, 2.49; S, 15.79.

Sources & evidence

ORD record
ord-ddde6b6d779e4c3095d2c2b2aca3673d
Source dataset
uspto-grants-2001_06
Patent number
US06251921B1

Reaction notes

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