Boron tribromide → HCID 10308206, compound

HRID 1830660Notes

Reaction equation

HRID 1830660 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([O:8]C)[C:5]([F:10])=[CH:4][C:3]=1[C:11]1[CH:20]=[CH:19][C:18]2[C:13](=[CH:14][CH:15]=[C:16]([O:21]C)[CH:17]=2)[CH:12]=1.B(Br)(Br)Br>>[F:1][C:2]1[CH:7]=[C:6]([OH:8])[C:5]([F:10])=[CH:4][C:3]=1[C:11]1[CH:12]=[C:13]2[C:18](=[CH:19][CH:20]=1)[CH:17]=[C:16]([OH:21])[CH:15]=[CH:14]2

Participants

3

Reactant 2

HCID 25134Boron tribromideHCID 111856642-(2,5-Difluoro-4-methoxyphenyl)-6-methoxynaphthalene

Product 1

HCID 10308206HCID 10308206, compound

Procedure

The title compound was prepared by 2-(2,5-difluoro-4-methoxyphenyl)-6-methoxynaphthalene (1.5 g, 5.0 mmol) with boron tribromide (25 mL of 1.0 M solution in CH2Cl2, 25 mmol) according to method D to yield 1.28 g (94%) of a yellowish solid: mp 217–219° C.; 1H NMR (DMSO-d6) δ 6.90 (1H, dd, J=11.87 Hz, J=7.51 Hz), 7.10–7.15 (2H, m), 7.45 (1H, dd, J=11.87, J=7.61 Hz), 7.53–7.55 (1H, m), 7.74 (1H, d, J=8.65 Hz), 7.92 (1H, s), 9.85 (1H, s), 10.50 (1H, s); MS (ESI) m/z 271 (M−H)−.

Sources & evidence

ORD record
ord-2fd04c2769d846b7a5650993f04aff99
Source dataset
uspto-grants-2006_06
Patent number
US07067524B2

Reaction notes

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