Hydrochloric Acid → HCID 67897424, compound

HRID 2371406Notes

Reaction equation

HRID 2371406 reaction equation
C(OC([N:11]1[CH2:15][C@H:14]([OH:16])[CH2:13][C@H:12]1[CH2:17][O:18][C:19](=[O:21])[CH3:20])=O)C1C=CC=CC=1.[ClH:22].[H][H]>C(O)C.[C].[Pd]>[ClH:22].[C:19]([O:18][CH2:17][C@@H:12]1[CH2:13][C@@H:14]([OH:16])[CH2:15][NH:11]1)(=[O:21])[CH3:20]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 56609330HCID 56609330, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 67897424HCID 67897424, compound

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

To a solution of (2S,4R)-1-benzyloxycarbonyl-2-acetoxymethyl-4-hydroxypyrrolidine (32.59 g) in ethanol (489 ml), 5% palladium-carbon (4.89 g) and 6N hydrochloric acid (18 ml) were added. The mixture was stirred at room temperature for 1 hour under an atmospheric pressure of hydrogen, followed by removal of the catalyst. Removal of the solvent gave (2S,4R)-2-acetoxymethyl-4-hydroxypyrrolidine hydrochloride.

Workup

  1. customfollowed by removal of the catalyst
  2. customRemoval of the solvent

Sources & evidence

ORD record
ord-9c134302707f4d0f804f56dbee72a6dc
Source dataset
uspto-grants-1992_03
Patent number
US05093328

Reaction notes

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