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

HRID 31323Notes

Reaction equation

HRID 31323 reaction equation
FC1C=C(C2CCC3C(=CC=C(O)C=3)O2)C=CC=1.[N+:19]([C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=1[CH:28]1[CH2:37][CH:36](O)[C:35]2[C:30](=[CH:31][CH:32]=[C:33]([OH:39])[CH:34]=2)[O:29]1)([O-:21])=[O:20]>>[N+:19]([C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=1[CH:28]1[CH2:37][CH2:36][C:35]2[C:30](=[CH:31][CH:32]=[C:33]([OH:39])[CH:34]=2)[O:29]1)([O-:21])=[O:20]

Participants

3

Reactant 2

HCID 179784712-(3-Fluorophenyl)chroman-6-olHCID 179785672-(2-Nitrophenyl)chroman-4,6-diol

Product 1

HCID 179785132-(2-Nitrophenyl)chroman-6-ol

Procedure

2-(2-Nitrophenyl)chroman-6-ol was prepared as described for 2-(3-fluorophenyl)chroman-6-ol in Example 9(c) starting from 2-(2-nitrophenyl)chroman-4,6-diol. 1H NMR (400 MHz, d6-DMSO) δ: 8.85 (s, 1H), 8.00 (d, 1H, J 8.0 Hz), 7.79-7.80 (m, 2H), 7.59-7.63 (m, 1H), 6.59-6.62 (m, 1H), 6.50-6.53 (m, 2H), 5.36 (dd, 1H, J 10.2, 2.0 Hz), 2.89-2.93 (m, 1H), 2.67-2.73 (m, 1H), 2.26-2.31 (m, 1H), 1.90-1.95 (m, 1H).

Sources & evidence

ORD record
ord-0b6ac422133240558c2e219d5a1f5f97
Source dataset
uspto-grants-2008_09
Patent number
US07425568B2

Reaction notes

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