2-Thiopheneboronic acid → 2-(4-Bromo-3,5-dimethoxyphenyl)thiophene

Reaction equation

[Br:1][C:2]1[C:7]([O:8][CH3:9])=[CH:6][C:5](I)=[CH:4][C:3]=1[O:11][CH3:12].[S:13]1[CH:17]=[CH:16][CH:15]=[C:14]1B(O)O>>[Br:1][C:2]1[C:7]([O:8][CH3:9])=[CH:6][C:5]([C:14]2[S:13][CH:17]=[CH:16][CH:15]=2)=[CH:4][C:3]=1[O:11][CH3:12]

Participants

Reactant 2

HCID 27339602-Thiopheneboronic acid

HCID 584320782-Bromo-5-iodo-1,3-dimethoxybenzene

Product 1

HCID 584320092-(4-Bromo-3,5-dimethoxyphenyl)thiophene

Procedure

2-(4-Bromo-3,5-dimethoxyphenyl)thiophene was prepared from 2-bromo-5-iodo-1,3-dimethoxybenzene and thiophen-2-ylboronic acid according to the procedure used in Example 12. Purification by chromatography (0-10% EtOAc-hexanes) gave a yellow solid (0.624 g, 55% yield).

Workup

customPurification by chromatography (0-10% EtOAc-hexanes)

Sources & evidence

ORD record: ord-eecc77cbd6d7424caedab291ca060b73
Source dataset: uspto-grants-2016_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09434707B2

Reaction notes

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