Boron trifluoride etherate → HCID 53686658, compound

HRID 128334Notes

Reaction equation

HRID 128334 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-ed0b5c09bc304875b9fb36b0230021d3
Source dataset
uspto-grants-1981_03
Patent number
US04259352

Reaction notes

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