HCID 17978612, compound → 2-(3-Methoxyphenyl)chroman-4,6-diol

HRID 31336Notes

Reaction equation

HRID 31336 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]=[C:32]([O:36][CH3:37])[CH:31]=1)[CH2:24][C:23]2=[O:38]>>[CH3:37][O:36][C:32]1[CH:31]=[C:30]([CH:25]2[CH2:24][CH:23]([OH:38])[C:22]3[C:27](=[CH:28][CH:29]=[C:20]([OH:19])[CH:21]=3)[O:26]2)[CH:35]=[CH:34][CH:33]=1

Participants

3

Reactant 2

HCID 17978612HCID 17978612, compoundHCID 179786312-Phenylchroman-4,6-diol

Product 1

HCID 179785382-(3-Methoxyphenyl)chroman-4,6-diol

Procedure

2-(3-Methoxyphenyl)chroman-4,6-diol was prepared as described for 2-phenylchroman-4,6-diol in Example 8(a) starting from 6-hydroxy-2-(3-methoxyphenyl)-chroman-4-one. 1H NMR (400 MHz, d6-DMSO) δ: 8.82 (s, 1H), 7.31 (t, 1H, J 15.7, 7.9 Hz), 6.99-7.02 (m, 2H), 6.88-6.90 (m, 2H), 6.59 (d, 1H, J 8.7 Hz), 6.54 (dd, 1H, J 8.7, 2.8 Hz), 5.40 (d, 1H, J 7.0 Hz), 5.08 (d, 1H, J 11.5 Hz), 4.83-4.89 (m, 1H), 3.77 (s, 3H), 2.23-2.28 (m, 1H), 1.83-1.92 (m, 1H).

Sources & evidence

ORD record
ord-d7d3809a687d465a9eb7e69d6c030431
Source dataset
uspto-grants-2008_09
Patent number
US07425568B2

Reaction notes

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