Benzylamine → HCID 10707267, compound

HRID 872016Notes

Reaction equation

HRID 872016 reaction equation
[CH2:1]([O:8][CH2:9][C@H:10]1[O:12][CH2:11]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:13]([NH2:20])[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1>>[CH2:13]([NH:20][CH2:11][C@H:10]([OH:12])[CH2:9][O:8][CH2:1][C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

Participants

3

Reactant 2

HCID 7504BenzylamineHCID 146296Oxirane, ((phenylmethoxy)methyl)-, (S)- (9CI)

Product 1

HCID 10707267HCID 10707267, compound

Procedure

Benzyl-(S)-(+)-glycidyl ether (3.28 g) was dissolved in benzylamine (15 ml) and the mixture was stirred at room temperature for 4 days. Excess benzylamine was removed by evaporation in vacuo and the resulted residue was purified with a silica gel column chromatography (eluting solvent: chloroform to chloroform/methanol=9/1) to give (2S)-1-(benzylamino)-3-(benzyloxy)propane-2-ol (4.50 g) as a colorless oil.

Workup

  1. customExcess benzylamine was removed by evaporation in vacuo
  2. customthe resulted residue was purified with a silica gel column chromatography (eluting solvent: chloroform to chloroform/methanol=9/1)

Sources & evidence

ORD record
ord-eb99ba8d6ca94be49ceb1955d62ac77d
Source dataset
uspto-grants-2015_03
Patent number
US08975252B2

Reaction notes

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