(4-Methoxyphenyl)boronic acid → HCID 10086722, compound

HRID 2308251Notes

Reaction equation

HRID 2308251 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:17]=[C:18](B(O)O)[CH:19]=[CH:20][CH:21]=1.C[O:26][C:27]1[CH:32]=[CH:31][C:30](B(O)O)=[CH:29][CH:28]=1>>[OH:15][C:16]1[CH:17]=[C:18]([C:2]2[C:6]([CH3:7])=[C:5]([C:30]3[CH:31]=[CH:32][C:27]([OH:26])=[CH:28][CH:29]=3)[S:4][C:3]=2[CH:9]=[O:13])[CH:19]=[CH:20][CH:21]=1

Participants

4

Reactant 3

HCID 201262(4-Methoxyphenyl)boronic acidHCID 2734370(3-Methoxyphenyl)boronic acidHCID 22601716HCID 22601716, compound

Product 1

HCID 10086722HCID 10086722, compoundYield 85%

Procedure

Starting from 2-(3-bromo-5-iodo-4-methylthien-2-yl)-1,3-dioxolane (9.3 g, 25 mmol) and substituting 3-methoxyphenylboronic acid (4.1 g, 27 mmol) in place of 4-methoxyphenylboronic acid (Example 1, Step 1) and substituting 4-methoxyphenylboronic acid in place of 3-methoxyphenylboronic acid (Example 1, Step 2), the title compound (0.40 g, 85%, m.p. 208-10° C.) was synthesized in essentially the same manner as described in Example 1.

Sources & evidence

ORD record
ord-6813fd5bed744378af09f03861469612
Source dataset
uspto-grants-2004_12
Patent number
US06835745B2

Reaction notes

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