2-(3-Fluorophenyl)chroman-6-ol → 3-Methyl-2-phenylchroman-6-ol

HRID 31205Notes

Reaction equation

HRID 31205 reaction equation
FC1C=C(C2CCC3C(=CC=C(O)C=3)O2)C=CC=1.[CH3:19][CH:20]1[CH:29](O)[C:28]2[C:23](=[CH:24][CH:25]=[C:26]([OH:31])[CH:27]=2)[O:22][CH:21]1[C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1>>[CH3:19][CH:20]1[CH2:29][C:28]2[C:23](=[CH:24][CH:25]=[C:26]([OH:31])[CH:27]=2)[O:22][CH:21]1[C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1

Participants

3

Reactant 2

HCID 179784712-(3-Fluorophenyl)chroman-6-olHCID 179786303-Methyl-2-phenylchroman-4,6-diol

Product 1

HCID 204578663-Methyl-2-phenylchroman-6-ol

Procedure

3-Methyl-2-phenylchroman-6-ol was prepared as described for 2-(3-fluorophenyl)chroman-6-ol in Example 9(c) starting from 605 mg of 3-methyl-2-phenylchroman-4,6-diol. 1H NMR (400 MHz, CD3OD) δ: 8.77 (s, 1H), 7.41-7.33 (m, 5H), 6.59-6.48 (m, 3H), 4.56 (d, 1H, J 9.2 Hz), 2.73 (dd, 1H, J −16.5, 5.0 Hz), 2.54 (dd, 1H, J −116.5, 5.8 Hz), 2.11 (m, 1H), 0.72 (d, 3H, J 6.6 Hz).

Sources & evidence

ORD record
ord-5c830334844446c5aae6885d08d8836d
Source dataset
uspto-grants-2008_09
Patent number
US07425568B2

Reaction notes

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