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

HRID 31209Notes

Reaction equation

HRID 31209 reaction equation
FC1C=C(C2CCC3C(=CC=C(O)C=3)O2)C=CC=1.[F:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=1[CH:26]1[CH2:35][CH:34](O)[C:33]2[C:28](=[CH:29][CH:30]=[C:31]([OH:37])[CH:32]=2)[O:27]1>>[F:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=1[CH:26]1[CH2:35][CH2:34][C:33]2[C:28](=[CH:29][CH:30]=[C:31]([OH:37])[CH:32]=2)[O:27]1

Participants

3

Reactant 2

HCID 179784712-(3-Fluorophenyl)chroman-6-olHCID 179785532-(2-Fluorophenyl)chroman-4,6-diol

Product 1

HCID 179784592-(2-Fluorophenyl)chroman-6-ol

Procedure

2-(2-Fluorophenyl)chroman-6-ol was prepared as described for 2-(3-fluorophenyl)chroman-6-ol in Example 9(c) starting from 800 mg of 2-(2-fluorophenyl)chroman-4,6diol. 1H NMR (300 MHz, d6-DMSO) δ: 7.50 (m, 1H), 7.39 (m, 1H), 7.26-7.19 (m, 2H), 6.63 (m, 1H), 6.53-6.50 (m, 2H), 5.21 (dd, 1H, J, 10.2, 2.3 Hz), 2.98 (ddd, 1H, J −16.9, 11.2, 6.0 Hz), 2.66 (ddd, 1H, J −16.9, 5.0, 2.9 Hz), 2.11 (m, 1H), 1.99 (m, 1H).

Sources & evidence

ORD record
ord-60e0c42d9c644cdea037bceae64794e6
Source dataset
uspto-grants-2008_09
Patent number
US07425568B2

Reaction notes

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