Boron trifluoride etherate → HCID 20536450, compound

HRID 1156140Notes

Reaction equation

HRID 1156140 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:10]=[CH:11][C:12]=1[NH2:13])[CH2:5][CH2:6][C:7]([OH:9])=[O:8].B(F)(F)F.[CH3:18][CH2:19]OCC.C(=O)([O-])[O-].[Na+].[Na+]>C(O)C>[F:1][C:2]1[CH:3]=[C:4]([CH:10]=[CH:11][C:12]=1[NH2:13])[CH2:5][CH2:6][C:7]([O:9][CH2:18][CH3:19])=[O:8]

Participants

5

Reactant 3

HCID 8000Boron trifluoride etherateHCID 10340Sodium CarbonateHCID 205364634-Amino-3-fluorobenzenepropanoic acid

Product 1

HCID 20536450HCID 20536450, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 3-fluoro-4-aminohydrocinnamic acid in 100 ml. of absolute ethanol containing 16 ml. of boron trifluoride etherate is heated to reflux for 48 hours. The solution is then cooled, poured into 5% aqueous sodium carbonate and extracted with methylene chloride. Evaporation of the organic extracts yields ethyl 3-fluoro-4-aminohydrocinnamate. CL 176. 3-Fluoro-4-(hexadecylamino)hydrocinnamic acid

Workup

  1. temperatureto reflux for 48 hours
  2. temperatureThe solution is then cooled
  3. extractionextracted with methylene chloride
  4. customEvaporation of the organic extracts

Sources & evidence

ORD record
ord-7db1135f1b0440cda0292e39a700b975
Source dataset
uspto-grants-1982_06
Patent number
US04333940

Reaction notes

Loading…