Benzylamine → 1-[(Phenylmethyl)amino]-2-butanol

HRID 577975Notes

Reaction equation

HRID 577975 reaction equation
[CH2:1]([NH2:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[O:9]1[CH:11]([CH2:12][CH3:13])[CH2:10]1>C(O)C>[CH2:1]([NH:8][CH2:10][CH:11]([OH:9])[CH2:12][CH3:13])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 7504BenzylamineHCID 78341,2-Epoxybutane

Product 1

HCID 131634581-[(Phenylmethyl)amino]-2-butanol

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
150 °C

Procedure

To a solution of benzylamine (29.65 g, 277.0 mmol) in ethanol (40 mL) was added 1,2-epoxybutane (4 g, 55.47 mmol) and the mixture was heated to 150° C. for 2 h in a autoclave. It was concentrated and distilled at 140-150° C./2 mm Hg to give product as color less liquid, which slowly crystallizes at room temperature after 2 days. Yield: 8.5 g (85%)

Workup

  1. concentrationIt was concentrated
  2. distillationdistilled at 140-150° C./2 mm Hg
  3. customto give product as color less liquid, which
  4. customslowly crystallizes at room temperature after 2 days

Sources & evidence

ORD record
ord-b36cf9d0e5144a5eaa661d2ee64d0615
Source dataset
uspto-grants-2015_05
Patent number
US09040528B2

Reaction notes

Loading…