Hydrochloric Acid → 5-Chloro-3-(1-methyl-4-piperidyloxy)-1,2-benzisoxazole hydrochloride

HRID 263459Notes

Reaction equation

HRID 263459 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[O:9][N:8]=[C:7]([O:10][CH:11]3[CH2:16][CH2:15][N:14]([CH3:17])[CH2:13][CH2:12]3)[C:6]=2[CH:18]=1.Cl>C(O)C.O1CCOCC1>[ClH:1].[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[O:9][N:8]=[C:7]([O:10][CH:11]3[CH2:12][CH2:13][N:14]([CH3:17])[CH2:15][CH2:16]3)[C:6]=2[CH:18]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 190380875-Chloro-3-(1-methyl-4-piperidyloxy)-1,2-benzisoxazole

Product 1

HCID 190381165-Chloro-3-(1-methyl-4-piperidyloxy)-1,2-benzisoxazole hydrochlorideYield 197.7%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 312751,4-DioxaneSolvent

Procedure

A solution of 2.20 g (8.24 mmole) of 5-chloro-3-(1-methyl-4-piperidyloxy)-1,2-benzisoxazole (prepared as described in Example 11) in 20 ml of ethanol was cooled to 5° C. 2.5 ml of a 4N solution of hydrogen chloride in dioxane were added dropwise to the cooled solution, and the resulting mixture was stirred at room temperature for 30 minutes. At the end of this time, the solvent was removed from the reaction mixture by distillation under reduced pressure. The solid residue thus obtained was recrystallized from ethanol to afford 2.47 g (yield 98.7%) of the title compound as colorless curd-like crystals, melting at 212°-214° C. (with decomposition).

Workup

  1. customAt the end of this time, the solvent was removed from the reaction mixture by distillation under reduced pressure
  2. customThe solid residue thus obtained
  3. customwas recrystallized from ethanol

Sources & evidence

ORD record
ord-c5107a3f6a814cd9816fcb7310da315e
Source dataset
uspto-grants-1997_07
Patent number
US05643923

Reaction notes

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