Benzene, 1-bromo-3-nitro- → (3'-Nitro[1,1'-biphenyl]-4-yl)methanol

Reaction equation

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

Participants

Reactant 2

HCID 11457Benzene, 1-bromo-3-nitro-

HCID 27347064-(Hydroxymethyl)benzeneboronic acid

Product 1

HCID 23005013(3'-Nitro[1,1'-biphenyl]-4-yl)methanol

Procedure

The title compound was prepared in a similar manner to that described in Reference Example 2 using 1-bromo-3-nitrobenzene instead of tert-butyl N-(4-bromobenzyl) carbamate and 4-hydroxymethylphenylboronic acid instead of 3-benzyloxyphenylboronic acid.

Sources & evidence

ORD record: ord-f6c875c5fa874ed3a9a19fc2c5a6dd08
Source dataset: uspto-grants-2010_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07795236B2

Reaction notes

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