Hydrochloric Acid → HCID 67430512, compound

HRID 1662054Notes

Reaction equation

HRID 1662054 reaction equation
C(OC([NH:11][C:12]1([CH2:17][CH2:18][C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])[CH2:16][CH2:15][CH2:14][CH2:13]1)=O)C1C=CC=CC=1.Cl>[C].[Pd].O1CCOCC1>[NH2:11][C:12]1([CH2:17][CH2:18][C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])[CH2:16][CH2:15][CH2:14][CH2:13]1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 67428133HCID 67428133, compound

Product 1

HCID 67430512HCID 67430512, compoundYield 30.9%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 312751,4-DioxaneSolvent

Procedure

To a mixture of tert-butyl 3-(1-{[(benzyloxy)carbonyl]amino}cyclopentyl)propanoate (0.58 g), dioxane (17 ml), and palladium-carbon (0.12 g) was added 1 M hydrochloric acid (1.7 ml) under ice-cooling, followed by stirring at room temperature for 1 hour under a hydrogen atmosphere. The insolubles in the reaction mixture were separated by filtration through Celite and the filtrate was concentrated under reduced pressure. The residue was washed with diethyl ether to obtain tert-butyl 3-(1-aminocyclopentyl)propanoate (0.11 g).

Workup

  1. temperaturecooling
  2. customThe insolubles in the reaction mixture were separated by filtration through Celite
  3. concentrationthe filtrate was concentrated under reduced pressure
  4. washThe residue was washed with diethyl ether

Sources & evidence

ORD record
ord-42ac07cfc9b545c5978a49e2ddc63d83
Source dataset
uspto-grants-2011_10
Patent number
US08030489B2

Reaction notes

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