2-(3-Fluorophenyl)chroman-6-ol → 2-(2,5-Difluorophenyl)chroman-6-ol

HRID 31193Notes

Reaction equation

HRID 31193 reaction equation
FC1C=C(C2CCC3C(=CC=C(O)C=3)O2)C=CC=1.[F:19][C:20]1[CH:25]=[CH:24][C:23]([F:26])=[CH:22][C:21]=1[CH:27]1[CH2:36][CH:35](O)[C:34]2[C:29](=[CH:30][CH:31]=[C:32]([OH:38])[CH:33]=2)[O:28]1>>[F:19][C:20]1[CH:25]=[CH:24][C:23]([F:26])=[CH:22][C:21]=1[CH:27]1[CH2:36][CH2:35][C:34]2[C:29](=[CH:30][CH:31]=[C:32]([OH:38])[CH:33]=2)[O:28]1

Participants

3

Reactant 2

HCID 179784712-(3-Fluorophenyl)chroman-6-olHCID 179785942-(2,5-Difluorophenyl)chroman-4,6-diol

Product 1

HCID 179785262-(2,5-Difluorophenyl)chroman-6-ol

Procedure

2-(2,5-Difluorophenyl)chroman-6-ol was prepared as described for 2-(3-fluorophenyl)chroman-6-ol in Example 9(c) starting from 420 mg of 2-(2,5-difluorophenyl)chroman-4,6-diol. 1H NMR (300 MHz, d6-DMSO) δ: 8.82 (s, 1H), 7.34-7.22 (m, 3H), 6.71-6.51 (m, 3H), 5.20 (m, 1H), 2.93 (m, 1H), 2.68 (m, 1H), 2.11 (m, 1H), 1.98 (m, 1H).

Sources & evidence

ORD record
ord-1ee2239100544a389f4848c80798ef13
Source dataset
uspto-grants-2008_09
Patent number
US07425568B2

Reaction notes

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