Hydrochloric Acid → (3R)-3-carbamoyloxypyrrolidine hydrochloride

HRID 622444Notes

Reaction equation

HRID 622444 reaction equation
[ClH:1].C(OC([N:9]1[CH2:13][CH2:12][C@@H:11]([O:14][C:15](=[O:17])[NH2:16])[CH2:10]1)=O)(C)(C)C>C(OCC)(=O)C.C(Cl)Cl>[ClH:1].[C:15]([O:14][C@@H:11]1[CH2:12][CH2:13][NH:9][CH2:10]1)(=[O:17])[NH2:16]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 14254785(3R)-1-(t-butoxycarbonyl)-3-carbamoyloxypyrrolidine

Product 1

HCID 67938211(3R)-3-carbamoyloxypyrrolidine hydrochloride

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 8857Ethyl AcetateSolvent

Conditions

Temperature
30 °C

Procedure

15 ml of a 4M hydrogen chloride solution in ethyl acetate was added to a suspension of 3.00 g of (3R)-1-(t-butoxycarbonyl)-3-carbamoyloxypyrrolidine in 30 ml of methylene chloride, and the mixture was stirred for 30 minutes at 30° C. After completion of the reaction, the precipitated crystals were collected by filtration and washed with ether, giving 1.78 g of the title compound.

Workup

  1. customAfter completion of the reaction
  2. filtrationthe precipitated crystals were collected by filtration
  3. washwashed with ether

Sources & evidence

ORD record
ord-03c4d8b62c884fa0a2a82c68322cd43b
Source dataset
uspto-grants-1988_09
Patent number
US04771046

Reaction notes

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