(4-Methoxyphenyl)boronic acid → HCID 10245700, compound

HRID 2308260Notes

Reaction equation

HRID 2308260 reaction equation
Br[C:2]1[C:6]([CH3:7])=[C:5](I)[S:4][C:3]=1[CH:9]1[O:13]CCO1.C[O:15][C:16]1[CH:21]=[CH:20][C:19](B(O)O)=[C:18]([CH3:25])[CH:17]=1.C[O:27][C:28]1[CH:33]=[CH:32][C:31](B(O)O)=[CH:30][CH:29]=1>>[OH:15][C:16]1[CH:21]=[CH:20][C:19]([C:5]2[S:4][C:3]([CH:9]=[O:13])=[C:2]([C:31]3[CH:32]=[CH:33][C:28]([OH:27])=[CH:29][CH:30]=3)[C:6]=2[CH3:7])=[C:18]([CH3:25])[CH:17]=1

Participants

4

Reactant 3

HCID 201262(4-Methoxyphenyl)boronic acidHCID 2773486(4-Methoxy-2-methylphenyl)boronic acidHCID 22601716HCID 22601716, compound

Product 1

HCID 10245700HCID 10245700, compoundYield 91%

Procedure

Starting from 2-(3-bromo-5-iodo-4-methylthien-2-yl)-1,3-dioxolane (2.5 g, 6.7 mmol) and 4-methoxy-2-methylphenylboronic acid (1.2 g, 7.2 mmol) in place of 4-methoxyphenylboronic acid (Step 1), and substituting 4-methoxyphenylboronic acid in place of 3-methoxyphenylboronic acid (Step 2), the title compound (0.50 g, 91%) was synthesized in essentially the same manner as described in Example 1.

Sources & evidence

ORD record
ord-9d1ec568e0ab4fdbadd6810e67afa049
Source dataset
uspto-grants-2004_12
Patent number
US06835745B2

Reaction notes

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