Boron tribromide → HCID 9794589, compound

HRID 844113Notes

Reaction equation

HRID 844113 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][CH:11]=[C:10]([N+:14]([O-:16])=[O:15])[CH:9]=2)=[CH:4][C:3]=1[O:17]C.B(Br)(Br)Br>ClCCl>[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][CH:11]=[C:10]([N+:14]([O-:16])=[O:15])[CH:9]=2)=[CH:4][C:3]=1[OH:17]

Participants

4

Reactant 2

HCID 25134Boron tribromideHCID 22667741HCID 22667741, compound

Product 1

HCID 9794589HCID 9794589, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

4-Amino-3-methoxy-3′-nitro-biphenyl was then stirred with boron tribromide in dichloromethane to give 4-amino-3′-nitro-biphenyl-3-ol as an orange solid: mp 175-176° C.; 1H-NMR (DMSO-d6) δ9.3 (s, 1H), 8.25 (bs, 1H), 8.05 (d, 1H, J=8.33 Hz), 7.95 (d, 1H, J=8.33 Hz), 7.66 (t, 1H, J=7.5 Hz), 7.06-7.02 (m, 2H), 6.70 (d, 1H, J=8.33 Hz), 4.9 (s, 2H); MS (ES) m/z 229 ([M−H]−, 100%).

Sources & evidence

ORD record
ord-2c2870f5fba84f778670281970187dbb
Source dataset
uspto-grants-2002_04
Patent number
US06380235B1

Reaction notes

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