2-Fluorophenylboronic acid → 5-(2-Fluorophenyl)-1,3-benzodioxole-4-carbaldehyde

Reaction equation

Br[C:2]1[CH:10]=[CH:9][C:5]2[O:6][CH2:7][O:8][C:4]=2[C:3]=1[CH:11]=[O:12].[F:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1B(O)O>>[F:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[C:2]1[CH:10]=[CH:9][C:5]2[O:6][CH2:7][O:8][C:4]=2[C:3]=1[CH:11]=[O:12]

Participants

Reactant 2

HCID 27343542-Fluorophenylboronic acid

HCID 110316405-Bromo-1,3-benzodioxole-4-carboxaldehyde

Product 1

HCID 866586785-(2-Fluorophenyl)-1,3-benzodioxole-4-carbaldehyde

Procedure

The process described in Method B was followed. 5-Bromo-1,3-benzodioxole-4-carbaldehyde (0.458 g, 2.00 mmol) and 2-fluorophenylboronic acid (0.420 g, 3.00 mmol) were used to obtain the title compound. The crude product was purified by column chromatography with a mixture of hexane:ethyl acetate (4:1) as the eluent.

Sources & evidence

ORD record: ord-14ae1e7aee9c4c89b6c6bb11478e9e6a
Source dataset: uspto-grants-2013_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08536210B2

Reaction notes

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