Hydrochloric Acid → 3-Hydroxy-4-phenylaminopyrrolidine hydrochloride

HRID 2293992

Reaction equation

HRID 2293992 reaction equation
C(OC([N:8]1[CH2:12][CH:11]([NH:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH:10]([OH:20])[CH2:9]1)=O)(C)(C)C.[ClH:21]>CO>[ClH:21].[OH:20][CH:10]1[CH:11]([NH:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH2:12][NH:8][CH2:9]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 214733471-t-Butoxycarbonyl-3-hydroxy-4-phenylaminopyrrolidine

Product 1

HCID 214733493-Hydroxy-4-phenylaminopyrrolidine hydrochloride

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

In 100 ml of methanol was dissolved 2.4 g (0.0086 mole) of 1-t-butoxycarbonyl-3-hydroxy-4-phenylaminopyrrolidine obtained as described above, and 30 ml of 6N hydrochloric acid was added thereto. After the mixture was refluxed by heating for 2.5 hours, the solvent was removed under reduced pressure. The resulting residue was washed with ethanol and ether to obtain 1.52 g of 3-hydroxy-4-phenylaminopyrrolidine hydrochloride as light brown powder.

Workup

  1. customobtained
  2. additionwas added
  3. temperatureAfter the mixture was refluxed
  4. temperatureby heating for 2.5 hours
  5. customthe solvent was removed under reduced pressure
  6. washThe resulting residue was washed with ethanol and ether

Sources & evidence

ORD record
ord-00670e6f07064619996405877f3459db
Source dataset
uspto-grants-1997_11
Patent number
US05688791

Linked notes

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