Ethanol → 1-[3-(Benzyloxy)phenyl]-2-(formylamino)ethane

HRID 1271243Notes

Reaction equation

HRID 1271243 reaction equation
[CH2:1]([O:8][C:9]1[CH:10]=[C:11]([CH2:15][CH2:16][NH2:17])[CH:12]=[CH:13][CH:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:18]([OH:20])C>C(OCC)=O>[CH2:1]([O:8][C:9]1[CH:10]=[C:11]([CH2:15][CH2:16][NH:17][CH:18]=[O:20])[CH:12]=[CH:13][CH:14]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 702EthanolHCID 2074152-(3-(Benzyloxy)phenyl)ethanamine

Product 1

HCID 229319731-[3-(Benzyloxy)phenyl]-2-(formylamino)ethane

Reagents, catalysts & solvents 1

HCID 8025Ethyl formateSolvent

Procedure

To a solution of 8.60 g of 2-[3-(benzyloxy)phenyl]ethylamine in 50 ml of ethanol, 4.6 ml of ethyl formate was added and the mixture was heated at reflux for 18 hours. The solvent was evaporated under reduced pressure and the residue was purified by silica gel column chromatography to obtain 4.81 g of the desired compound as a pale orange oily substance.

Workup

  1. temperaturethe mixture was heated
  2. temperatureat reflux for 18 hours
  3. customThe solvent was evaporated under reduced pressure
  4. customthe residue was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-8939681e3cad4e74a0f12206f384ff5a
Source dataset
uspto-grants-2007_04
Patent number
US07205302B2

Reaction notes

Loading…