Butylamine → HCID 19745946, compound

HRID 2253614Notes

Reaction equation

HRID 2253614 reaction equation
C([O:4][C:5]1[CH:6]=[C:7]([CH:15]([CH3:21])[C:16]([O:18]CC)=O)[CH:8]=[CH:9][C:10]=1[O:11]C(=O)C)(=O)C.[CH2:22]([NH2:26])[CH2:23][CH2:24][CH3:25]>>[CH2:22]([NH:26][C:16](=[O:18])[CH:15]([C:7]1[CH:8]=[CH:9][C:10]([OH:11])=[C:5]([OH:4])[CH:6]=1)[CH3:21])[CH2:23][CH2:24][CH3:25]

Participants

3

Reactant 2

HCID 8007ButylamineHCID 67829686HCID 67829686, compound

Product 1

HCID 19745946HCID 19745946, compound

Conditions

Temperature
150 °C

Procedure

A mixture of 5 g of ethyl 3,4-diacetoxyphenylpropionate and 3.5 g of n-butylamine was heated to 150° C. with stirring for 2 hours in an autoclave. After cooling, the reaction mixture was concentrated and the residue was purified by silica gel chromatography. A solvent mixture of chloroform:methanol=20:1 was used as eluent. Pure N-n-butyl-3,4-dihydroxyphenylpropionamide was obtained as colorless viscous oil. The yield was 5.45 g.

Workup

  1. temperatureAfter cooling
  2. concentrationthe reaction mixture was concentrated
  3. customthe residue was purified by silica gel chromatography
  4. additionA solvent mixture of chloroform

Sources & evidence

ORD record
ord-32ece4543ee740eea6c622e293d98e87
Source dataset
uspto-grants-1993_08
Patent number
US05232923

Reaction notes

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