Phenylboronic Acid → 3,5-Difluorobiphenyl

Reaction equation

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

Participants

Reactant 2

HCID 66827Phenylboronic Acid

HCID 1363131-Bromo-3,5-difluorobenzene

Product 1

HCID 130223913,5-DifluorobiphenylYield 91.1%

Procedure

Combine 1-bromo-3,5-difluorobenzene (0.863 mL, 7.50 mmol) and phenylboronic acid (1.22 g, 10.00 mmol) and subject to conditions described in Method G to yield 1.3 g of 3,5-difluorobiphenyl.

Sources & evidence

ORD record: ord-42a6b3361f3e4da786df323bfac2d692
Source dataset: uspto-grants-2007_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07265246B2

Reaction notes

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