2-Hydroxy-5-nitrobenzyl alcohol → (5-Nitro-2-propoxyphenyl)methanol

HRID 32324Notes

Reaction equation

HRID 32324 reaction equation
[N+:1]([C:4]1[CH:5]=[CH:6][C:7]([O:12][CH2:13][CH2:14][CH3:15])=[C:8]([CH:11]=1)[CH:9]=[O:10])([O-:3])=[O:2].OCC1C=C([N+]([O-])=O)C=CC=1O>>[N+:1]([C:4]1[CH:5]=[CH:6][C:7]([O:12][CH2:13][CH2:14][CH3:15])=[C:8]([CH:11]=1)[CH2:9][OH:10])([O-:3])=[O:2]

Participants

3

Reactant 2

HCID 27638232-Hydroxy-5-nitrobenzyl alcoholHCID 219043575-Nitro-2-propyloxybenzaldehyde

Product 1

HCID 21904358(5-Nitro-2-propoxyphenyl)methanolYield 93%

Procedure

This compound was prepared by reduction of 5-nitro-2-propyloxybenzaldehyde using a method similar to that described for preparing 2-hydroxymethyl-4-nitrophenol in 93% yield: MP (No Sample left for MP); 1H NMR (400 MHz, DMSO-d6) 8.22 (d, 1H, J=2.6 Hz), 8.13 (dd, 1H, J=2.9 and 9.2 Hz), 7.14 (d, 1H, J=9.2 Hz), 5.41 (t, 1H, J=5.5 Hz), 4.52 (d, 2H, J=5.8 Hz), 4.08 (t, 2H, J=6.2), 1.75 (m, 2H), 0.98 (t, 3H, J=7.6 Hz).

Workup

  1. waitMP (No Sample left for MP)

Sources & evidence

ORD record
ord-c45ef040129c4864b721401ad67706bb
Source dataset
uspto-grants-2008_09
Patent number
US07427608B2

Reaction notes

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