Benzylamine → Ethyl 2-[[(phenylmethyl)amino]methyl]butanoate

HRID 1913534Notes

Reaction equation

HRID 1913534 reaction equation
[CH2:1]=[C:2]([CH2:8][CH3:9])[C:3]([O:5][CH2:6][CH3:7])=[O:4].[CH2:10]([NH2:17])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>C(O)C>[CH2:10]([NH:17][CH2:1][CH:2]([CH2:8][CH3:9])[C:3]([O:5][CH2:6][CH3:7])=[O:4])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

Participants

4

Reactant 2

HCID 7504BenzylamineHCID 291416Ethyl 2-methylidenebutanoate

Product 1

HCID 68247839Ethyl 2-[[(phenylmethyl)amino]methyl]butanoate

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
70 °C

Procedure

The compound obtained in Step 1 was dissolved in ethanol (7 mL). To the solution, benzylamine (2.7 mL) was added at room temperature, and the mixture was stirred at 70° C. for 17 hours. The solvent in the reaction solution was distilled off under reduced pressure, and the obtained residue was purified by silica gel column chromatography (eluting solvent: hexane-hexane/ethyl acetate=7/3) to obtain the title compound (2.34 g).

Workup

  1. distillationThe solvent in the reaction solution was distilled off under reduced pressure
  2. customthe obtained residue was purified by silica gel column chromatography (eluting solvent: hexane-hexane/ethyl acetate=7/3)

Sources & evidence

ORD record
ord-ca34f03f0a85475fa2fbde3dfc19f107
Source dataset
uspto-grants-2013_12
Patent number
US08609710B2

Reaction notes

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