Propane sultone → HCID 11393461, compound

HRID 239714Notes

Reaction equation

HRID 239714 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2([OH:14])[CH2:13][CH2:12][NH:11][CH2:10][CH2:9]2)=[CH:4][CH:3]=1.[CH2:15]1[CH2:21][S:18](=[O:20])(=[O:19])[O:17][CH2:16]1>CC(C)=O>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2([OH:14])[CH2:9][CH2:10][N:11]([CH2:16][CH2:15][CH2:21][S:18]([OH:20])(=[O:19])=[O:17])[CH2:12][CH2:13]2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 14264Propane sultoneHCID 382824-(4-Chlorophenyl)-4-hydroxypiperidine

Product 1

HCID 11393461HCID 11393461, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

To a solution of 4-(4-chlorophenyl)-4-piperidinol (2.5 g, 11.8 mmol) in acetone (25 mL) was added 1,3-propane sultone (1.56 g, 13.0 mmol). The mixture was stirred at reflux for 2 h. The reaction mixture was cooled to room temperature. The solid was collected by filtration, washed with acetone (2×20 mL) and dried in vacuo. This allowed the isolation of compound H, 2.83 g (72%).

Workup

  1. temperatureat reflux for 2 h
  2. filtrationThe solid was collected by filtration
  3. washwashed with acetone (2×20 mL)
  4. customdried in vacuo

Sources & evidence

ORD record
ord-8cccec5a681b47a8b10e586654292972
Source dataset
uspto-grants-2014_02
Patent number
US08642801B2

Reaction notes

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