4-Chloro-1-naphthol → 4-Hydroxy-6-chloro-benzo[h]chromen-2-one

HRID 1713717Notes

Reaction equation

HRID 1713717 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.[Cl:17]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]([Cl:17])[CH:10]=2)[O:5][C:4](=[O:16])[CH:3]=1

Participants

3

Reactant 2

HCID 117874-Chloro-1-naphtholHCID 546768184-hydroxy-2H-benzo[h]chromen-2-one

Product 1

HCID 547054744-Hydroxy-6-chloro-benzo[h]chromen-2-oneYield 30%

Procedure

The procedure was identical to that used for the preparation of 10a: 30% yield (starting with 4-chloro-1-naphthol 9d); 1H NMR (DMSO) δ 5.90 (1H, s, H-3), 7.81 (2H, m, H-8, 9), 7.90 (1H, s, H-5), 8.25 (1H, d, J=7.8 Hz, H-7), 8.43 (1H, d, J=7.5 Hz, H-10).

Sources & evidence

ORD record
ord-15fe35e6996045fc8479a6f83876fdfa
Source dataset
uspto-grants-2010_09
Patent number
US07795299B2

Reaction notes

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