Pyrrolidine → HCID 23452506, compound

HRID 1278036Notes

Reaction equation

HRID 1278036 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:13]=[CH:14][C:15]=1[O:16][CH3:17])[CH:6]=[C:7]1[CH2:11][CH2:10][CH2:9][N:8]1[CH3:12].N1CCCC1>CO.[Ni].[H][H]>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:13]=[CH:14][C:15]=1[O:16][CH3:17])[CH2:6][CH:7]1[CH2:11][CH2:10][CH2:9][N:8]1[CH3:12]

Participants

5

Reactant 2

HCID 31268PyrrolidineHCID 544128563,4-Dimethoxybenzylidene-1-methylpyrrolidine

Product 1

HCID 23452506HCID 23452506, compoundYield 79%

Reagents, catalysts & solvents 2

HCID 178506447HCID 178506447, compoundCatalystHCID 887MethanolSolvent

Procedure

Dissolve 12.2 g of 3,4-dimethoxybenzylidene-1-methylpyrrolidine in methanol and reduce the pyrrolidine in the thus-obtained solution with Raney nickel/hydrogen. Filter off the catalyst and distil off the methanol before distilling the residue to obtain 9.6 g (79%) of the title compound with a b.p. of 90° at 0.005 mm of Hg. The m.p. of the picrate (from ethanol) is 105° to 106°.

Workup

  1. filtrationFilter off the catalyst
  2. customdistil off the methanol
  3. distillationbefore distilling the residue

Sources & evidence

ORD record
ord-50bb44cd69934f1291e4200fcbddc942
Source dataset
uspto-grants-1981_07
Patent number
US04279918

Reaction notes

Loading…