4-Methoxy-1-naphthol → 4-Hydroxy-6-methoxy-benzo[h]chromen-2-one

HRID 1713718Notes

Reaction equation

HRID 1713718 reaction equation
[OH:1][C:2]1[C:11]2[C:6](=[C:7]3[CH:15]=[CH:14][CH:13]=[CH:12][C:8]3=[CH:9][CH:10]=2)[O:5][C:4](=[O:16])[CH:3]=1.[CH3:17][O:18]C1C2C(=CC=CC=2)C(O)=CC=1>>[OH:1][C:2]1[C:11]2[C:6](=[C:7]3[CH:15]=[CH:14][CH:13]=[CH:12][C:8]3=[C:9]([O:18][CH3:17])[CH:10]=2)[O:5][C:4](=[O:16])[CH:3]=1

Participants

3

Reactant 2

HCID 665424-Methoxy-1-naphtholHCID 546768184-hydroxy-2H-benzo[h]chromen-2-one

Product 1

HCID 547054764-Hydroxy-6-methoxy-benzo[h]chromen-2-oneYield 18%

Procedure

The procedure was identical to that used for the preparation of 10a: 18% yield (starting with 4-methoxy-1-naphthol 9e); 1H NMR (DMSO) δ 4.02 (3H, s, OCH3-6), 5.69 (1H, s, H-3), 7.12 (1H, s, H-5), 7.74 (2H, m, H-8, 9), 8.23 (1H, m, H-7), 8.33 (1H, m, H-10).

Sources & evidence

ORD record
ord-532153efdb01492f9ef8e610c6844c3f
Source dataset
uspto-grants-2010_09
Patent number
US07795299B2

Reaction notes

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