Sodium Hydroxide → 2-(2,4-Dichlorophenyl)-3-(1-methylpiperidin-3-yl)propionitrile

HRID 2255392Notes

Reaction equation

HRID 2255392 reaction equation
[Cl:1][C:2]1[CH:10]=[C:9]([Cl:11])[CH:8]=[CH:7][C:3]=1[CH2:4][C:5]#[N:6].Cl.Cl[CH2:14][CH:15]1[CH2:20][CH2:19][CH2:18][N:17]([CH3:21])[CH2:16]1.[OH-].[Na+]>CS(C)=O>[Cl:1][C:2]1[CH:10]=[C:9]([Cl:11])[CH:8]=[CH:7][C:3]=1[CH:4]([CH2:14][CH:15]1[CH2:20][CH2:19][CH2:18][N:17]([CH3:21])[CH2:16]1)[C:5]#[N:6]

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 805662,4-DichlorophenylacetonitrileHCID 1066903-Chloromethyl-1-methylpiperidinium chloride

Product 1

HCID 197380232-(2,4-Dichlorophenyl)-3-(1-methylpiperidin-3-yl)propionitrile

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

This intermediate (7.6 g.) was prepared using the procedure described in Example 14a except using 10 g. (0.054 mole) of 2,4-dichlorobenzyl cyanide, 10 g. (0.054 mole) of 3-chloromethyl-1-methylpiperidine hydrochloride, 11 g. (0.135 mole) of aqueous 50% sodium hydroxide, and 100 ml. of DMSO to yield an oil boiling 160°-165° C. at 5 mm of Hg.

Workup

  1. customThis intermediate (7.6 g.) was prepared
  2. customboiling 160°-165° C. at 5 mm of Hg

Sources & evidence

ORD record
ord-507d7a63dffb4cb1a0879d3fb6b4dc27
Source dataset
uspto-grants-1993_08
Patent number
US05240925

Reaction notes

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