Thionyl Chloride → HCID 13676766, compound

HRID 1863033Notes

Reaction equation

HRID 1863033 reaction equation
S(Cl)([Cl:3])=O.[ClH:5].O[CH:7]([CH3:29])[CH2:8][N:9]1[CH2:14][CH2:13][C:12]([N:18]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[C:19](=[O:22])[CH2:20][CH3:21])([CH2:15][O:16][CH3:17])[CH2:11][CH2:10]1>ClCCl>[ClH:3].[Cl:5][CH:7]([CH3:29])[CH2:8][N:9]1[CH2:14][CH2:13][C:12]([N:18]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[C:19](=[O:22])[CH2:20][CH3:21])([CH2:15][O:16][CH3:17])[CH2:11][CH2:10]1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 13676764HCID 13676764, compound

Product 1

HCID 13676766HCID 13676766, compoundYield 85%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

14 Parts of sulfinyl chloride are stirred and there is added dropwise a solution of 37 parts of N-[1-(2-hydroxypropyl)-4-(methoxymethyl)-4-piperidinyl]-N-phenylpropanamide monohydrochloride in 360 parts of dichloromethane. Upon completion, stirring is continued overnight at reflux temperature. The reaction mixture is evaporated and the residue is suspended in 2-propanone. The product is filtered off and dried, yielding 31.5 parts (85%) of N-[1-(2-chloropropyl)-4-(methoxymethyl)-4-piperidinyl]-N-phenylpropanamide monohydrochloride.

Workup

  1. temperatureat reflux temperature
  2. customThe reaction mixture is evaporated
  3. filtrationThe product is filtered off
  4. customdried

Sources & evidence

ORD record
ord-0fa4015a350647c6a901f636bc7cdcea
Source dataset
uspto-grants-1979_09
Patent number
US04167574

Reaction notes

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