Hydrochloric Acid → OCTAHYDROCYCLOPENTA[C]PYRROL-5-OL HCL

HRID 1891395Notes

Reaction equation

HRID 1891395 reaction equation
C(OC([N:8]1[CH2:12][CH:11]2[CH2:13][C:14](=[O:16])[CH2:15][CH:10]2[CH2:9]1)=O)(C)(C)C.[BH4-].[Na+].[ClH:19]>CO>[ClH:19].[OH:16][CH:14]1[CH2:15][CH:10]2[CH2:9][NH:8][CH2:12][CH:11]2[CH2:13]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 4311764Sodium borohydrideHCID 10998690tert-Butyl 5-oxohexahydrocyclopenta(c)pyrrole-2(1H)-carboxylate

Product 1

HCID 77259051OCTAHYDROCYCLOPENTA[C]PYRROL-5-OL HCL

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

10.00 g (44.4 mmol) of 5-oxo-hexahydro-cyclopenta[c]pyrrol-2-carboxylic acid tert-butyl ester (Hanchem Co. Ltd.) was dissolved in 100 ml of methanol, the temperature was lowered to 0° C., 3.36 g (88.8 mmol) of sodium borohydride was added, and then, the mixture was stirred for 1 hour. And, 15 ml of an aqueous solution of concentrated hydrochloric acid (35% (v/v)) was slowly added, and the mixture was additionally stirred for 1 hour, and then, the solvent was removed under reduced pressure to obtain the title compound.

Workup

  1. customwas lowered to 0° C.
  2. stirringthe mixture was additionally stirred for 1 hour
  3. customthe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-016209f531104438a4018444db023560
Source dataset
uspto-grants-2013_08
Patent number
US08507540B2

Reaction notes

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