Propylene Oxide → HCID 67358844, compound

HRID 245519Notes

Reaction equation

HRID 245519 reaction equation
[CH2:1]([NH:8][CH2:9][CH:10]([OH:13])[CH2:11][CH3:12])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:14]1[O:17][CH:15]1[CH3:16]>C(O)C>[CH2:1]([N:8]([CH2:14][CH:15]([OH:17])[CH3:16])[CH2:9][CH:10]([OH:13])[CH2:11][CH3:12])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 6378Propylene OxideHCID 131634581-[(Phenylmethyl)amino]-2-butanol2×

Product 1

HCID 67358844HCID 67358844, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
150 °C

Procedure

To a solution of 1-benzylamino-butan-2-ol (Intermediate 482, 8.5 g, 47.48 mmol) in ethanol (150 mL) was added propylene oxide (8.8 g, 151 mmole) and the mixture was heated at 150° C. for 2 h in autoclave. After concentration of the mixture under reduced pressure, the residue was purified by column chromatography using methanol in dichloromethane to give product as an oil. Yield: 10.2 g (93%).

Workup

  1. customAfter concentration of the mixture under reduced pressure, the residue was purified by column chromatography
  2. customto give product as an oil

Sources & evidence

ORD record
ord-8e7ad322f2ad4740b4229c596abdf740
Source dataset
uspto-grants-2014_02
Patent number
US08658641B2

Reaction notes

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