Boron trifluoride etherate → HCID 20464976, compound

HRID 325558Notes

Reaction equation

HRID 325558 reaction equation
[CH2:1]([NH:4][C:5]1[CH:15]=[CH:14][CH:13]=[CH:12][C:6]=1[CH2:7][CH2:8][C:9]([OH:11])=[O:10])[CH:2]=[CH2:3].B(F)(F)F.[CH3:20]COCC>CO>[CH2:1]([NH:4][C:5]1[CH:15]=[CH:14][CH:13]=[CH:12][C:6]=1[CH2:7][CH2:8][C:9]([O:11][CH3:20])=[O:10])[CH:2]=[CH2:3]

Participants

4

Reactant 2

HCID 8000Boron trifluoride etherateHCID 20465085HCID 20465085, compound

Product 1

HCID 20464976HCID 20464976, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 50.5 g. of 2-(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 benzene-ethanol to yield methyl 2-(allylamino)hydrocinnamate.

Workup

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

Sources & evidence

ORD record
ord-57857a46730549319904c368a47e5fca
Source dataset
uspto-grants-1984_04
Patent number
US04440940

Reaction notes

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