Hydrochloric Acid → HCID 66936571, compound

HRID 1366692Notes

Reaction equation

HRID 1366692 reaction equation
[CH2:1]([N:3]([CH2:18][CH3:19])[C:4](=[O:17])[C@@H:5]1[CH2:9][CH2:8][CH2:7][N:6]1CC1C=CC=CC=1)[CH3:2].[ClH:20]>CO>[ClH:20].[CH2:18]([N:3]([CH2:1][CH3:2])[C:4](=[O:17])[C@@H:5]1[CH2:9][CH2:8][CH2:7][NH:6]1)[CH3:19]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 66936660HCID 66936660, compound

Product 1

HCID 66936571HCID 66936571, compoundYield 130.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

N,N-Diethyl-1-(phenylmethyl)-L-prolinamide (1.603 g, 6.156 mmol) was dissolved in a mixture of MeOH (50 mL) and 1N HCl (14 mL, 14 mmol), degassed and placed under argon. 10% Pd/C (480 mg) was added, and the contents were thoroughly degassed and placed under a hydrogen balloon for 2 h. The contents were then degassed, and the Pd/C was removed by filtration through a fiberglass filter, washing with MeOH. The filtrate was concentrated in vacuo to provide pure N,N-diethyl-L-prolinamide hydrochloride (1.658 g, >99%). LCMS: (M+H)+: 171.1.

Workup

  1. customdegassed
  2. addition10% Pd/C (480 mg) was added
  3. customthe contents were thoroughly degassed
  4. customfor 2 h
  5. customThe contents were then degassed
  6. customthe Pd/C was removed by filtration through a fiberglass
  7. filtrationfilter
  8. washwashing with MeOH
  9. concentrationThe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-773b00794a1747bda802567236b51325
Source dataset
uspto-grants-2011_02
Patent number
US07893056B2

Reaction notes

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