Boron trifluoride etherate → HCID 53686658, compound

HRID 2166780Notes

Reaction equation

HRID 2166780 reaction equation
[CH:1]1([CH:7]([CH:21]=[CH:22][CH2:23][CH2:24][CH3:25])[CH2:8][NH:9][C:10]2[CH:20]=[CH:19][C:13]([CH2:14][CH2:15][C:16]([OH:18])=[O:17])=[CH:12][CH:11]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.B(F)(F)F.[CH3:30]COCC>CO>[CH:1]1([CH:7]([CH:21]=[CH:22][CH2:23][CH2:24][CH3:25])[CH2:8][NH:9][C:10]2[CH:20]=[CH:19][C:13]([CH2:14][CH2:15][C:16]([O:18][CH3:30])=[O:17])=[CH:12][CH:11]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 8000Boron trifluoride etherateHCID 54285256HCID 54285256, compound

Product 1

HCID 53686658HCID 53686658, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 50.5 g. of 4-(2-cyclohexylhept-3-enylamino)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 4-(2-cyclohexylhept-3-enylamino)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-0811dd5285bd4ebd9e37edd82bb046a8
Source dataset
uspto-grants-1983_06
Patent number
US04388459

Reaction notes

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