Boron tribromide → HCID 10236221, compound

HRID 1830644Notes

Reaction equation

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

Participants

Reactant 2

HCID 25134Boron tribromide

HCID 11254170HCID 11254170, compound

Product 1

HCID 10236221HCID 10236221, compound

Procedure

The title compound was prepared by-reacting 6-(3-fluoro-4-methoxyphenyl)-2-naphthol (600 mg, 2.24 mmol) with boron tribromide (6.27 mL of 1.0 M solution in CH2Cl2, 6.27 mmol) according to method D to yield 385 mg (68%) of a yellowish solid: mp 216–219 ° C.; 1H NMR (DMDO-d6): δ 7.03–7.13 (3H, m), 7.43 (1H, dd, J=8.37 Hz, J=1.77 Hz), 7.58 (1H, dd, J=12.92 Hz, J=2.13 Hz), 7.68 (1H, dd, J=8.68 Hz, J=1.61 Hz), 7.74 (1H, d, J=8.68 Hz), 8.03 (1H, s), 9.79 (1H, s), 9.98 (1H, s); MS (ESI) m/z 253 (M−H)−. Anal. for C16H11FO2.0.13H2O:

Sources & evidence

ORD record: ord-a6cf5c9994704568b18caec3e21de79f
Source dataset: uspto-grants-2006_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07067524B2

Reaction notes

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