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

HRID 31185Notes

Reaction equation

HRID 31185 reaction equation
FC1C=C(C2CCC3C(=CC=C(O)C=3)O2)C=CC=1.[Cl:19][C:20]1[CH:21]=[C:22]([CH:26]2[CH2:35][CH:34](O)[C:33]3[C:28](=[CH:29][CH:30]=[C:31]([OH:37])[CH:32]=3)[O:27]2)[CH:23]=[CH:24][CH:25]=1>>[Cl:19][C:20]1[CH:21]=[C:22]([CH:26]2[CH2:35][CH2:34][C:33]3[C:28](=[CH:29][CH:30]=[C:31]([OH:37])[CH:32]=3)[O:27]2)[CH:23]=[CH:24][CH:25]=1

Participants

3

Reactant 2

HCID 179784712-(3-Fluorophenyl)chroman-6-olHCID 179784902-(3-Chlorophenyl)chroman-4,6-diol

Product 1

HCID 179786272-(3-Chlorophenyl)chroman-6-ol

Procedure

2-(3-Chlorophenyl)chroman-6-ol was prepared as described for 2-(3-fluorophenyl)chroman-6-ol in Example 9(c) starting from 635 mg of 2-(3-chloro-phenyl)chroman-4,6-diol. 1H NMR (300 MHz, d6-DMSO) δ: 8.79 (s, 1H), 7.48 (d, 1H, J 0.7 Hz), 7.42-7.37 (m, 3H), 6.71-6.49 (m, 3H), 5.04 (m, 1H), 2.91 (m, 1H), 2.65 (m, 1H), 2.12 (m, 1H), 1.93 (m, 1H).

Sources & evidence

ORD record
ord-68362991c7f748349af10e62dc79939b
Source dataset
uspto-grants-2008_09
Patent number
US07425568B2

Reaction notes

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