4-(Benzyloxy)-3-hydroxybenzonitrile → 4-Benzyloxy-3-hydroxybenzylamine

HRID 32317Notes

Reaction equation

HRID 32317 reaction equation
C(OC1C=C(C=C(OCC2C=CC=CC=2)C=1)CN)C1C=CC=CC=1.[CH2:25]([O:32][C:33]1[CH:40]=[CH:39][C:36]([C:37]#[N:38])=[CH:35][C:34]=1[OH:41])[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1>>[CH2:25]([O:32][C:33]1[CH:40]=[CH:39][C:36]([CH2:37][NH2:38])=[CH:35][C:34]=1[OH:41])[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1

Participants

3

Reactant 2

HCID 154534514-(Benzyloxy)-3-hydroxybenzonitrileHCID 15505554[3,5-Bis(benzyloxy)benzyl]amine hydrochloride

Product 1

HCID 219043664-Benzyloxy-3-hydroxybenzylamineYield 33%

Procedure

This compound was prepared according to procedure used in preparation of 3,5-dibenzyloxybenzylamine, starting from 4-benzyloxy-3-hydroxybenzonitrile. Yield was 33%. MP 122-125° C.; 1H NMR (DMSO-d6, 400 MHz) δ 8.9 (br, 1H), 7.44 (d, 2H, J=7.4 Hz), 7.35 (dd, 2H, J=7.0 and 7.7 Hz), 7.28 (dd, 1H, J=7.0 and 7.3), 6.85 (d, 1H, J=7.6 Hz), 6.77 (d, 1H, J=2.1 Hz), 6.61 (dd, 1H, J=7.4 and 2.2 Hz), 5.05 (s, 2H), 3.55 (s, 1H), 2.50 (br, 2H).

Workup

  1. customThis compound was prepared

Sources & evidence

ORD record
ord-39e2757b465941b5bd088b172c6e05a7
Source dataset
uspto-grants-2008_09
Patent number
US07427608B2

Reaction notes

Loading…