Boron trifluoride etherate → HCID 21163424, compound

HRID 1278310Notes

Reaction equation

HRID 1278310 reaction equation
[CH2:1]([NH:4][C:5]1[CH:15]=[CH:14][C:8]([CH2:9][CH2:10][C:11]([OH:13])=[O:12])=[CH:7][CH:6]=1)[CH:2]=[CH2:3].B(F)(F)F.[CH3:20]COCC>CO>[CH2:1]([NH:4][C:5]1[CH:15]=[CH:14][C:8]([CH2:9][CH2:10][C:11]([O:13][CH3:20])=[O:12])=[CH:7][CH:6]=1)[CH:2]=[CH2:3]

Participants

4

Reactant 2

HCID 8000Boron trifluoride etherateHCID 21163444HCID 21163444, compound

Product 1

HCID 21163424HCID 21163424, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 50.5 g. of 4-(allylamino)hydrocinnamic acid and 34.4 ml. of boron trifluoride etherate in 200 ml. of methanol is stirred under reflux for 44 hours, allowed to cool, and poured into 1.20 liters of ice-cold 5% aqueous sodium carbonate solution. The white solid is collected by filtration and recrystallized from benzeneethanol to yield methyl 4-(allylamino)hydrocinnamate.

Workup

  1. temperatureunder reflux for 44 hours
  2. temperatureto cool
  3. filtrationThe white solid is collected by filtration
  4. customrecrystallized from benzeneethanol

Sources & evidence

ORD record
ord-6d2b5dc99a564781952d11c879da5b56
Source dataset
uspto-grants-1981_07
Patent number
US04281019

Reaction notes

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