Boron tribromide → HCID 10125290, compound

HRID 895212Notes

Reaction equation

HRID 895212 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([O:8]C)[CH:5]=[CH:4][C:3]=1[C:10]1[CH:19]=[CH:18][C:17]2[C:12](=[CH:13][CH:14]=[C:15]([O:20]C)[CH:16]=2)[CH:11]=1.B(Br)(Br)Br>>[F:1][C:2]1[CH:7]=[C:6]([OH:8])[CH:5]=[CH:4][C:3]=1[C:10]1[CH:11]=[C:12]2[C:17](=[CH:18][CH:19]=1)[CH:16]=[C:15]([OH:20])[CH:14]=[CH:13]2

Participants

3

Reactant 2

HCID 25134Boron tribromideHCID 11369559HCID 11369559, compound

Product 1

HCID 10125290HCID 10125290, compound

Procedure

The title compound was prepared by 2-(2-fluoro-4-methoxyphenyl)-6-methoxynaphthalene (1.12 g, 3.97 mmol) with boron tribromide (23.8 mL of 1.0 M solution in CH2Cl2, 23.8 mmol) according to method D to yield 0.92 g (91%) of a white solid: mp 208-209° C.; 1H NMR (DMSO-d6): δ 6.66-6.75 (2H, m), 7.08-7.13 (2H, m), 7.41 (1H, dd, J=9.37 Hz, J=8.57 Hz), 7.49-7.53 (1H, m), 7.72 (1H, d, J=8.64 Hz), 7.80 (1H, d, J=8.76 Hz), 7.86 (1H, s), 9.79 (1H, s), 10.01 (1H, s); MS (ESI) m/z255 (M+H)+, MS (ESI) m/z253 (M−H)−.

Sources & evidence

ORD record
ord-569959aca0b148d7aa1aa3f966366274
Source dataset
uspto-grants-2005_07
Patent number
US06914074B2

Reaction notes

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