6-Hydroxy-3-methyl-2-phenylchroman-4-one → 3-Methyl-2-phenylchroman-4,6-diol

HRID 31204Notes

Reaction equation

HRID 31204 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][CH:31]=1)[CH:24]([CH3:36])[C:23]2=[O:37]>>[CH3:36][CH:24]1[CH:23]([OH:37])[C:22]2[C:27](=[CH:28][CH:29]=[C:20]([OH:19])[CH:21]=2)[O:26][CH:25]1[C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1

Participants

3

Reactant 2

HCID 179784956-Hydroxy-3-methyl-2-phenylchroman-4-oneHCID 179786312-Phenylchroman-4,6-diol

Product 1

HCID 179786303-Methyl-2-phenylchroman-4,6-diol

Procedure

3-Methyl-2-phenylchroman-4,6-diol was prepared as described for 2-phenylchroman-4,6-diol in Example 8(a) starting from 474 mg of 6-hydroxy-3-methyl-2-phenylchroman-4-one. 1H NMR (300 MHz, d6-DMSO) δ: 8.79 (s, 1H), 7.42-7.33 (m, 5H), 6.88 (bs, 1H), 6.53 (m, 2H), 5.37 (d, 1H, J 8.0 Hz), 4.70 (d, 1H, J 10.6 Hz), 1.94 (m, 1H), 0.73 (d, 3H, J 6.7 Hz).

Sources & evidence

ORD record
ord-799cff85aff64c6c8ae98f32714d0c19
Source dataset
uspto-grants-2008_09
Patent number
US07425568B2

Reaction notes

Loading…