4-Bromoaniline → 3'-Propoxybiphenyl-4-amine

HRID 2360457Notes

Reaction equation

Br[C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[CH:4][CH:3]=1.[CH2:9]([O:12][C:13]1[CH:14]=[C:15](B(O)O)[CH:16]=[CH:17][CH:18]=1)[CH2:10][CH3:11]>>[CH2:9]([O:12][C:13]1[CH:18]=[C:17]([C:2]2[CH:8]=[CH:7][C:5]([NH2:6])=[CH:4][CH:3]=2)[CH:16]=[CH:15][CH:14]=1)[CH2:10][CH3:11]

Participants

Reactant 2

HCID 78074-Bromoaniline

HCID 3691230(3-Propoxyphenyl)boronic acid

Product 1

HCID 218318353'-Propoxybiphenyl-4-amineYield 72.5%

Procedure

The title compound (280 mg) was prepared from 4-bromoaniline (300 mg, 1.7 mmol) and 3-propoxyphenylboronic acid (408 mg, 2.3 mmol) as a colourless liquid.

Sources & evidence

ORD record: ord-f509c3265c3f4701ba4aebba7fb2c00d
Source dataset: uspto-grants-2014_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08686048B2

Reaction notes

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