HCID 66915491, compound → HCID 66915531, compound

HRID 656494Notes

Reaction equation

HRID 656494 reaction equation
C([N:8]1[CH2:13][CH2:12][CH2:11][C:10]2([C:17]3[CH:18]=[CH:19][C:20]([O:22][CH3:23])=[CH:21][C:16]=3[O:15][CH2:14]2)[CH:9]1[C:24]#[N:25])C1C=CC=CC=1.[H][H]>C(O)C.[Ni]>[CH3:23][O:22][C:20]1[CH:19]=[CH:18][C:17]2[C:10]3([CH2:14][O:15][C:16]=2[CH:21]=1)[CH2:11][CH2:12][CH2:13][NH:8][CH:9]3[CH2:24][NH2:25]

Participants

5

Reactant 2

HCID 66915491HCID 66915491, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 66915531HCID 66915531, compound

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 702EthanolSolvent

Procedure

A mixture of 1 mmol of 1′-benzyl-6-methoxyspiro[1-benzofuran-3,3′-piperidine]-2′-carbonitrile and 50 mg of Raney-Nickel (activated by washing with water till pH 7 and washing with ethanol) in 5 ml of ethanol is hydrogenated for 12 hours under 500 psi hydrogen. The reaction mixture is filtered over Hyflo and the filtrate is evaporated. From the residue the title compound is identified by means of flash chromatography (SiO2 60F) on the basis of the Rf value.

Workup

  1. filtrationThe reaction mixture is filtered over Hyflo
  2. customthe filtrate is evaporated

Sources & evidence

ORD record
ord-5a2c22dbcd25491e932098cd682779e3
Source dataset
uspto-grants-2011_12
Patent number
US08071774B2

Reaction notes

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