Phenylboronic Acid → HCID 10308096, compound

HRID 1830655Notes

Reaction equation

HRID 1830655 reaction equation
Br[C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[C:8]([Cl:12])=[C:7]([OH:13])[CH:6]=[CH:5]2.[C:14]1(B(O)O)[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1>>[Cl:12][C:8]1[C:9]2[C:4](=[CH:3][C:2]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)=[CH:11][CH:10]=2)[CH:5]=[CH:6][C:7]=1[OH:13]

Participants

3

Reactant 2

HCID 66827Phenylboronic AcidHCID 220481596-Bromo-1-chloronaphthalen-2-ol

Product 1

HCID 10308096HCID 10308096, compound

Procedure

The title compound was prepared by reacting 6-bromo-1-chloro-naphthalen-2-ol (300 mg, 1.17 mmol) with phenylboronic acid (170.7 mg, 1.40 mmol) according to method A to yield 240 mg (81%) of white solid: mp 135–137° C.; 1H NMR (DMDO-d6): δ 7.33 (1H, d, J=8.85 Hz), 7.39 (1H, td, J=7.25 Hz, J=0.75 Hz), 7.51 (2H, t, J=7.59 Hz), 7.80 (2H, d, J=7.63 Hz), 7.88 (1H, d, J=8.96 Hz), 7.93 (1H, dd, J=8.85 Hz, J=1.19 Hz), 8.10(1H, d, J=8.84 Hz), 8.20 (1H, s), 10.53 (1H, s); MS (ESI) m/z 253/255 (M−H)−.

Sources & evidence

ORD record
ord-784c05b326da4f368406726d67652052
Source dataset
uspto-grants-2006_06
Patent number
US07067524B2

Reaction notes

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