[3,5-Bis(benzyloxy)benzyl]amine hydrochloride → 5-(Aminomethyl)-2-propoxyphenol

HRID 32318Notes

Reaction equation

HRID 32318 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[O:10][CH2:11][CH2:12][CH3:13])[C:5]#[N:6].C(OC1C=C(C=C(OCC2C=CC=CC=2)C=1)CN)C1C=CC=CC=1>>[OH:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[O:10][CH2:11][CH2:12][CH3:13])[CH2:5][NH2:6]

Participants

3

Reactant 2

HCID 15505554[3,5-Bis(benzyloxy)benzyl]amine hydrochlorideHCID 219043603-Hydroxy-4-propoxybenzonitrile

Product 1

HCID 219043645-(Aminomethyl)-2-propoxyphenolYield 48%

Procedure

This compound was prepared by reduction of 3-hydroxy-4-propyloxybenzonitrile according to procedure described in preparation of 3,5-dibenzyloxybenzylamine. Yield was 48%: MP 110-113° C. (dec.); 1H NMR (CDCl3, 400 MHz) δ 6.86 (s, 1H), 6.77 (d, 1H, J=8.4 Hz), 6.74 (d, 1H, J=8.1 Hz), 3.95 (t, 1H, J=6.6 Hz), 3.74 (s, 2H), 2.01 (br, 2H), 1.82 (m, 2H), 1.02 (t, 3H, J=7.4 Hz).

Sources & evidence

ORD record
ord-42fd03fecbc3472fbd9f34ac3ab65967
Source dataset
uspto-grants-2008_09
Patent number
US07427608B2

Reaction notes

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