Benzeneacetonitrile, 4-methoxy- → 2-(alpha-Cyano-4-methoxybenzylidene)-1-methylpyrrolidine

HRID 1278054Notes

Reaction equation

HRID 1278054 reaction equation
C(O[C:4]1(OCC)[CH2:8][CH2:7][CH2:6][N:5]1[CH3:9])C.[CH3:13][O:14][C:15]1[CH:23]=[CH:22][C:18]([CH2:19][C:20]#[N:21])=[CH:17][CH:16]=1>C1C=CC=CC=1>[C:20]([C:19](=[C:4]1[CH2:8][CH2:7][CH2:6][N:5]1[CH3:9])[C:18]1[CH:22]=[CH:23][C:15]([O:14][CH3:13])=[CH:16][CH:17]=1)#[N:21]

Participants

4

Reactant 2

HCID 66031Benzeneacetonitrile, 4-methoxy-HCID 2973082,2-Diethoxy-1-methylpyrrolidine

Product 1

HCID 541935402-(alpha-Cyano-4-methoxybenzylidene)-1-methylpyrrolidine

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

Boil 30.0 g of 2,2-diethoxy-1-methylpyrrolidine, 25 g of 4-methoxybenzylcyanide and 150 ml of benzene under reflux for 4 hours. Concentrate the refluxed reaction product and distil the residue twice under a vacuum to obtain 30.6 g (79% of theory) of the title compound (b.p. 158° at 0.005 mm of Hg).

Workup

  1. concentrationConcentrate
  2. customthe refluxed reaction product
  3. customdistil the residue twice under a vacuum

Sources & evidence

ORD record
ord-cadd73004e0b4a8ba588c8d60535dbf8
Source dataset
uspto-grants-1981_07
Patent number
US04279918

Reaction notes

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