Ammonia → 903574-83-4

HRID 324694Notes

Reaction equation

HRID 324694 reaction equation
[C:1]([O:5][C:6]([NH:8][CH:9]([C:12]1([C:15]([O:17]CC)=O)[CH2:14][CH2:13]1)[C:10]#[N:11])=[O:7])([CH3:4])([CH3:3])[CH3:2].N.[H][H]>[Ni]>[C:1]([O:5][C:6]([NH:8][CH:9]1[C:12]2([CH2:14][CH2:13]2)[C:15](=[O:17])[NH:11][CH2:10]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

5

Reactant 3

HCID 222AmmoniaHCID 15391047HCID 15391047, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 22005590903574-83-4Yield 91.1%

Reagents, catalysts & solvents 1

HCID 935NickelCatalyst

Procedure

An autoclave was charged with 112 mg of 1-(1-t-butoxycarbonylamino-1-cyanomethyl)-1-ethoxycarbonyl-cyclopropane, 0.5 ml of Raney nickel and 3.0 ml of ammonia-saturated ethanol, and the contents were stirred at 80° C. for 2 hours in an atmosphere of hydrogen under a pressure of 65 kg/cm2. After completion of the reaction, the catalyst was removed by filtration and the resulting filtrate was concentrated under a reduced pressure to obtain 86 mg (91%) of the title compound in the form of colorless crystals. The thus obtained compound was recrystallized from ethyl acetate and diethyl ether, and used as a sample for analyses.

Workup

  1. customAfter completion of the reaction
  2. customthe catalyst was removed by filtration
  3. concentrationthe resulting filtrate was concentrated under a reduced pressure

Sources & evidence

ORD record
ord-1e9509cc8e344bc19082c0300a235e40
Source dataset
uspto-grants-2001_04
Patent number
US06218548B1

Reaction notes

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