5-Ethylnaphthalen-1-ol → 4-Hydroxy-7-ethyl-benzo[h]chromen-2-one

HRID 1727276Notes

Reaction equation

HRID 1727276 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.[CH2:17](C1C=CC=C2C=1C=CC=C2O)[CH3:18]>>[OH:1][C:2]1[C:11]2[C:6](=[C:7]3[CH:15]=[CH:14][CH:13]=[C:12]([CH2:17][CH3:18])[C:8]3=[CH:9][CH:10]=2)[O:5][C:4](=[O:16])[CH:3]=1

Participants

3

Reactant 2

HCID 123363835-Ethylnaphthalen-1-olHCID 546768184-hydroxy-2H-benzo[h]chromen-2-one

Product 1

HCID 547054754-Hydroxy-7-ethyl-benzo[h]chromen-2-oneYield 25%

Procedure

The procedure was identical to that used for the preparation of 10a: 25% yield (starting with 5-ethyl-1-naphthol 9c); 1H NMR (DMSO) δ 1.31 (3H, t, J=7.2 Hz, CH3CH2—), 3.12 (2H, q, J=7.2 Hz, CH3CH2—), 5.69 (1H, s, H-3), 7.61 (2H, m, H-8, 9), 7.85 (1H, d, J=8.7 Hz, H-5), 7.99 (1H, d, J=8.7 Hz, H-6), 8.25 (1H, d, J=7.8 Hz, H-10).

Sources & evidence

ORD record
ord-f3bf5a27dcbc4157a9a20882c2a8473a
Source dataset
uspto-grants-2009_02
Patent number
US07495026B2

Reaction notes

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