2-(3-Fluorophenyl)chroman-6-ol → HCID 17978525, compound

HRID 31280Notes

Reaction equation

HRID 31280 reaction equation
FC1C=C(C2CCC3C(=CC=C(O)C=3)O2)C=CC=1.[F:19][C:20]1[CH:25]=[C:24]([F:26])[CH:23]=[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]=[C:24]([F:26])[CH:23]=[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 179785742-(2,4-Difluorophenyl)chroman-4,6-diol

Product 1

HCID 17978525HCID 17978525, compound

Procedure

2-(2,4-Difluorophenyl)chroman-6-ol was prepared as described for 2-(3-fluorophenyl)chroman-6-ol in Example 9(c) starting from 800 mg of 2-(2,4-difluorophenyl)chroman-4,6-diol. 1H NMR (400 MHz, d6-DMSO) δ: 8.83 (s, 1H), 7.56 (m, 1H), 7.28 (m, 1H), 7.13 (m, 1H), 6.63 (m, 1H), 6.53-6.50 (m, 2H), 5.17 (dd, 1H, J 10.3, 2.3 Hz), 2.92 (ddd, 1H, J −17.0, 11.5, 5.8 Hz), 2.66 (ddd, 1H, J −17.0, 5.0, 2.7 Hz), 2.09 (m, 1H), 1.98 (m, 1H).

Sources & evidence

ORD record
ord-e850320572114c6d878584c77ea8af30
Source dataset
uspto-grants-2008_09
Patent number
US07425568B2

Reaction notes

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