2-(3-Fluorophenyl)chroman-6-ol → 2-(4-Trifluoromethylphenyl)chroman-6-ol

HRID 31271Notes

Reaction equation

HRID 31271 reaction equation
FC1C=C(C2CCC3C(=CC=C(O)C=3)O2)C=CC=1.[F:19][C:20]([F:40])([F:39])[C:21]1[CH:26]=[CH:25][C:24]([CH:27]2[CH2:36][CH:35](O)[C:34]3[C:29](=[CH:30][CH:31]=[C:32]([OH:38])[CH:33]=3)[O:28]2)=[CH:23][CH:22]=1>>[F:40][C:20]([F:19])([F:39])[C:21]1[CH:22]=[CH:23][C:24]([CH:27]2[CH2:36][CH2:35][C:34]3[C:29](=[CH:30][CH:31]=[C:32]([OH:38])[CH:33]=3)[O:28]2)=[CH:25][CH:26]=1

Participants

3

Reactant 2

HCID 179784712-(3-Fluorophenyl)chroman-6-olHCID 179785812-(4-Trifluoromethylphenyl)chroman-4,6-diol

Product 1

HCID 179785902-(4-Trifluoromethylphenyl)chroman-6-ol

Procedure

2-(4-Trifluoromethyl phenyl)chroman-6-ol was prepared as described for 2-(3-fluorophenyl)chroman-6-ol in Example 9(c) starting from 730 mg of 2-(4-trifluoromethylphenyl)chroman-4,6-diol. 1H NMR (400 MHz, d6-DMSO) δ: 8.82 (s, 1H), 7.75 (d, 2H, J 8.3 Hz), 7.65 (d, 2H, J 8.3 Hz), 6.67 (d, 1H, J 8.6 Hz), 6.53 (d, 1H, J 2.9 Hz), 6.51 (dd, 1H, 8.6, 2.9 Hz), 5.12 (d, 1H, J 8.3 Hz), 2.90 (m, 1H), 2.63 (m, 1H), 2.16 (m, 1H), 1.92 (m, 1H).

Sources & evidence

ORD record
ord-1407a34f9fc7466d83b27685c4c2db06
Source dataset
uspto-grants-2008_09
Patent number
US07425568B2

Reaction notes

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