(4-Methoxyphenyl)boronic acid → HCID 9972678, compound

HRID 2308264Notes

Reaction equation

HRID 2308264 reaction equation
Br[C:2]1[C:6]([CH3:7])=[C:5](I)[S:4][C:3]=1[CH:9]=[O:10].C[O:12][C:13]1[CH:18]=[CH:17][C:16](B(O)O)=[CH:15][CH:14]=1>>[OH:12][C:13]1[CH:18]=[CH:17][C:16]([C:2]2[C:6]([CH3:7])=[C:5]([C:16]3[CH:17]=[CH:18][C:13]([OH:12])=[CH:14][CH:15]=3)[S:4][C:3]=2[CH:9]=[O:10])=[CH:15][CH:14]=1

Participants

3

Reactant 2

HCID 201262(4-Methoxyphenyl)boronic acidHCID 22601706HCID 22601706, compound2×

Product 1

HCID 9972678HCID 9972678, compoundYield 109.6%

Procedure

Starting from 3-bromo-5-iodo-4-methylthiophene-2-carbaldehyde (3.2 g, 9.7 mmol, Compound III) and 4-methoxyphenylboronic acid (3.2 g, 21 mmol, 2.2 eq), the title compound (3.3 g, 94%, m.p. 223-25° C.) was synthesized in essentially the same manner as described in Example 1, Steps 1 and 4.

Sources & evidence

ORD record
ord-b53044f7acb94c9b8e0179bed3b2576d
Source dataset
uspto-grants-2004_12
Patent number
US06835745B2

Reaction notes

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