Hydrochloric Acid → 1-ethylcyclopentanamine hydrochloride

HRID 2280819Notes

Reaction equation

HRID 2280819 reaction equation
C(OC(=O)[NH:10][C:11]1([CH2:16][CH3:17])[CH2:15][CH:14]=[CH:13][CH2:12]1)C1C=CC=CC=1.[ClH:19]>CO.[Pd]>[ClH:19].[CH2:16]([C:11]1([NH2:10])[CH2:15][CH2:14][CH2:13][CH2:12]1)[CH3:17]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 86676358HCID 86676358, compound

Product 1

HCID 755307821-ethylcyclopentanamine hydrochloride

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Conditions

Temperature
50 °C

Procedure

To a solution of benzyl(1-ethylcyclopent-3-en-1-yl)carbamate (1.3 g, 5.3 mmol) in methanol (20 mL) was added palladium on charcoal (130 mg, 10%). The reaction mixture was stirred at 50° C. under hydrogen atmosphere overnight. A solution of hydrochloric acid (20 mL, 1 mol/L in methanol) was added to the reaction and the reaction mixture was filtered through celite. The filtrate was concentrated under reduced pressure to give the crude product (900 mg), which was used for the next step without further purification. MS (ESI) m/z=114.2 [M+H]+

Workup

  1. filtrationthe reaction mixture was filtered through celite
  2. concentrationThe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-0b43ef58e06e43c88adbed7601fe83c0
Source dataset
uspto-grants-2015_09
Patent number
US09139534B2

Reaction notes

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