HCID 17978575, compound → 2-(2-Methoxyphenyl)chroman-4,6-diol

HRID 31333Notes

Reaction equation

HRID 31333 reaction equation
C1(C2CC(O)C3C(=CC=C(O)C=3)O2)C=CC=CC=1.[OH:19][C:20]1[CH:21]=[C:22]2[C:27](=[CH:28][CH:29]=1)[O:26][CH:25]([C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][C:31]=1[O:36][CH3:37])[CH2:24][C:23]2=[O:38]>>[CH3:37][O:36][C:31]1[CH:32]=[CH:33][CH:34]=[CH:35][C:30]=1[CH:25]1[CH2:24][CH:23]([OH:38])[C:22]2[C:27](=[CH:28][CH:29]=[C:20]([OH:19])[CH:21]=2)[O:26]1

Participants

3

Reactant 2

HCID 17978575HCID 17978575, compoundHCID 179786312-Phenylchroman-4,6-diol

Product 1

HCID 179785392-(2-Methoxyphenyl)chroman-4,6-diol

Procedure

2-(2-Methoxyphenyl)chroman-4,6-diol was prepared as described for 2-phenylchroman-4,6-diol in Example 8(a) starting from 6-hydroxy-2-(2-methoxyphenyl)-chroman-4-one. 1H NMR (300 MHz, d6-DMSO) δ: 8.79 (s, 1H), 7.45 (dd, 1H, J 7.6, 1.6 Hz), 7.31 (dt, 1H, J 8.5, 7.3, 1.6 Hz), 7.04 (d, 1H, J 8.5 Hz), 6.99 (d, 1H, J 7.3 Hz), 6.88 (d, 1H, J 2.7 Hz), 6.59 (d, 1H, J 8.7 Hz), 6.54 (dd, 1H, J 8.7, 2.7 Hz), 5.38 (s, 1H), 5.34 (d, 1H, J 11.4 Hz), 4.80-4.88 (m, 1H), 3.81 (s, 3H), 2.24-2.28 (m, 1H), 1.74-1.86 (m, 1H).

Sources & evidence

ORD record
ord-29ab3578741d45e4b5619cb150029d93
Source dataset
uspto-grants-2008_09
Patent number
US07425568B2

Reaction notes

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