1-Naphthol → HCID 12125309, compound

HRID 2086124Notes

Reaction equation

HRID 2086124 reaction equation
[C:1]1([OH:11])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.[CH3:12][O:13][C:14]1[CH:15]=[CH:16][C:17]([Br:22])=[C:18]([CH:21]=1)[CH2:19]O>>[Br:22][C:17]1[CH:16]=[CH:15][C:14]([O:13][CH3:12])=[CH:21][C:18]=1[CH2:19][O:11][C:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1

Participants

3

Reactant 2

HCID 70051-NaphtholHCID 10867706(2-Bromo-5-methoxyphenyl)methanol

Product 1

HCID 12125309HCID 12125309, compound

Procedure

The title compound was prepared by reacting 1-naphthol (5.7 g, 39.6 mmol) with 5-methoxy-2-bromobenzyl alcohol as described for intermediate 5 to yield 5.94 g (44%) of a white solid: mp 74-75° C.; 1H NMR (CDCl3): δ 3.78 (3H, s), 5.28 (2H, s), 6.77 (1H, dd, J=2.93 Hz, J=8.79 Hz), 6.88 (1H, d, J=7.69 Hz), 7.27 (1H, d, J=3.30 Hz), 7.36-7.39 (1H, m), 7.47-7.53 (4H, m), 7.81-7.83 (1H, m), 8.37-8.39 (1H, m); MS (ESI) m/z 343/345 ([M+H]+);

Sources & evidence

ORD record
ord-db8264461fc74a2b85f01da031b259ac
Source dataset
uspto-grants-2004_04
Patent number
US06723747B2

Reaction notes

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