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

HRID 31287Notes

Reaction equation

HRID 31287 reaction equation
FC1C=C(C2CCC3C(=CC=C(O)C=3)O2)C=CC=1.[Cl: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>>[Cl: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 179786162-(2-Chlorophenyl)chroman-4,6-diol

Product 1

HCID 179786292-(2-Chlorophenyl)chroman-6-ol

Procedure

2-(2-Chlorophenyl)chroman-6-ol was prepared as described for 2-(3-fluorophenyl)chroman-6-ol in Example 9(c) starting from 500 mg of 2-(2-chlorophenyl)-chroman-4,6-diol. 1H NMR (300 MHz, d6-DMSO) δ: 7.58-7.36 (m, 4H), 6.66 (m, 1H), 6.55-6.51 (m, 2H), 5.23 (dd, 1H, J 10.1, 2.1 Hz), 2.92 (m, 1H), 2.68 (m, 1H), 2.17 (m, 1H), 1.87 (m, 1H).

Sources & evidence

ORD record
ord-0ee454c977ac40e1b745c9a74298dcb8
Source dataset
uspto-grants-2008_09
Patent number
US07425568B2

Reaction notes

Loading…