2-Hydroxy-5-nitrobenzyl alcohol → (2-Methoxy-5-nitrophenyl)methanol

HRID 32323

Reaction equation

HRID 32323 reaction equation
C[O:2][CH:3](O)[C:4]1[CH:9]=[C:8]([N+:10]([O-:12])=[O:11])[CH:7]=[CH:6][C:5]=1[O:13][CH3:14].OCC1C=C([N+]([O-])=O)C=CC=1O>>[CH3:14][O:13][C:5]1[CH:6]=[CH:7][C:8]([N+:10]([O-:12])=[O:11])=[CH:9][C:4]=1[CH2:3][OH:2]

Participants

3

Reactant 2

HCID 27638232-Hydroxy-5-nitrobenzyl alcoholHCID 210144602-Methoxy-5-nitrobenzaldehyde methyl hemiacetal

Product 1

HCID 17604241(2-Methoxy-5-nitrophenyl)methanolYield 76%

Procedure

This compound was prepared by reduction of 2-methoxy-5-nitrobenzaldehyde methyl hemiacetal using a method similar to that described for preparing 2-hydroxymethyl-4-nitrophenol in 76% yield: MP 121-122° C.; 1H NMR (DMSO-d6, 500 MHz) δ 8.22 (d, 1H, J=1.22 Hz), 8.16 (dd, 1H, J=2.7 and 9.1), 7.16 (d, 1H, J=8.9 Hz), 4.50 (s, 2H), 3.90 (s, 3H).

Sources & evidence

ORD record
ord-27169cf4c2d443d28858be7a73f599bb
Source dataset
uspto-grants-2008_09
Patent number
US07427608B2

Linked notes

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