Hydrochloric Acid → HCID 86740187, compound

HRID 370632Notes

Reaction equation

HRID 370632 reaction equation
C(OC([NH:11][C@H:12]([CH2:19][F:20])/[CH:13]=[CH:14]/[C:15]([O:17][CH3:18])=[O:16])=O)C1C=CC=CC=1.[ClH:21].O>FC(F)(F)C(O)=O>[ClH:21].[NH2:11][C@H:12]([CH2:19][F:20])/[CH:13]=[CH:14]/[C:15]([O:17][CH3:18])=[O:16]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 13477591HCID 13477591, compound

Product 1

HCID 86740187HCID 86740187, compound

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

690 ml of 26B was stirred in 25 ml of trifluoroacetic acid at room temperature for 10 minutes. Then 5 ml of concentrated hydrochloric acid was added drop-by-drop. The resulting solution was stirred at room temperature for three hours, then 16 ml of water was added, and the resulting solution was stirred at room temperature for 16 hours. Then the solvent was evaporated, the residue was dissolved in 30 ml of 2N hydrochloric acid and the resulting solution was extracted with ether, and the solvent was evaporated at a temperature below 40° C. to give methyl (S)-(E)-4-amino-5-fluoro-2-pentenoate hydrochloride (26C), as a pale yellow paste.

Workup

  1. stirringthe resulting solution was stirred at room temperature for 16 hours
  2. customThen the solvent was evaporated
  3. dissolutionthe residue was dissolved in 30 ml of 2N hydrochloric acid
  4. extractionthe resulting solution was extracted with ether
  5. customthe solvent was evaporated at a temperature below 40° C.

Sources & evidence

ORD record
ord-9f765603a87a468eb9be4962783302a5
Source dataset
uspto-grants-1985_07
Patent number
US04528028

Reaction notes

Loading…