Thionyl Chloride → HCID 67119893, compound

HRID 1888093Notes

Reaction equation

HRID 1888093 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH:9]([N:11]2[CH2:16][CH2:15][C:14]([CH2:18][C:19](=[O:26])[C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)(O)[CH2:13][CH2:12]2)[CH3:10])=[CH:5][CH:4]=1.O=S(Cl)[Cl:29]>ClCCl>[ClH:29].[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH:9]([N:11]2[CH2:16][CH2:15][C:14]([CH2:18][C:19](=[O:26])[C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)([Cl:29])[CH2:13][CH2:12]2)[CH3:10])=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 25167673HCID 25167673, compound2×

Product 1

HCID 67119893HCID 67119893, compoundYield 39.9%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

N-(1-(4-methoxyphenyl)ethyl)-4-benzoylmethyl-4-piperidinol (III-19) is firstly prepared according to the method of synthesis and post-treatment in Example 19. 1.41 g (4.0 mmol) of N-(1-(4-methoxyphenyl)ethyl)-4-benzoylmethyl-4-piperidinol is dissolved into 20 ml of anhydrous dichloromethane and cooled in an ice-water bath with temperature controlled at below 0° C. The reaction solution is added dropwise a dichloromethane solution (8 mol, 25 ml) of SOCl2. After completion of addition, the temperature is raised slowly to room temperature and reacting for 1 hour. Then operating according to the post-treatment method in General Method seven obtains 0.68 g of white crystal, with yield of 39.9%.

Workup

  1. customaccording to the method of synthesis
  2. temperaturecooled in an ice-water bath with temperature
  3. customcontrolled at below 0° C
  4. additionAfter completion of addition

Sources & evidence

ORD record
ord-fb3abb78313e47d2b137faa1d6416db1
Source dataset
uspto-grants-2013_08
Patent number
US08501778B2

Reaction notes

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