N-(2-hydroxyethyl)-N'-(2-benzyloxybenzyl)urea → N-(2-hydroxyethyl)-N'-(2-hydroxybenzyl)urea

HRID 980267Notes

Reaction equation

HRID 980267 reaction equation
[OH:1][CH2:2][CH2:3][NH:4][C:5]([NH:7][CH2:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[O:15]CC1C=CC=CC=1)=[O:6]>CO>[OH:1][CH2:2][CH2:3][NH:4][C:5]([NH:7][CH2:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[OH:15])=[O:6]

Participants

3

Reactant 1

HCID 13754437N-(2-hydroxyethyl)-N'-(2-benzyloxybenzyl)urea

Product 1

HCID 13754438N-(2-hydroxyethyl)-N'-(2-hydroxybenzyl)urea

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

59.6 g of N-(2-hydroxyethyl)-N'-(2-benzyloxybenzyl)urea are dissolved in 600 ml of methanol and hydrogenated in the presence of 6 g of Pd/C-catalysyt (5%). After 2 hours the hydrogenation ceases. The catalyst is suction-filtered, and the filtrate concentrated by evaporation in vacuo. The residue is recrystallised from 350 ml of ethyl acetate; the pure product melts at 100°-101°.

Workup

  1. filtrationThe catalyst is suction-filtered
  2. concentrationthe filtrate concentrated by evaporation in vacuo
  3. customThe residue is recrystallised from 350 ml of ethyl acetate

Sources & evidence

ORD record
ord-806c3ed7ed6a40ef8944a078b9af6fe5
Source dataset
uspto-grants-1987_01
Patent number
US04636511

Reaction notes

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