Hydrochloric Acid → Spiro[benzo[c]thiophene-1(3H),4'-piperidine]-2,2-dioxide hydrochloride

HRID 1279332Notes

Reaction equation

HRID 1279332 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][C:11]2([C:17]3[CH:18]=[CH:19][CH:20]=[CH:21][C:16]=3[CH2:15][S:14]2(=[O:23])=[O:22])[CH2:10][CH2:9]1)=O)(C)(C)C.[ClH:24]>C(Cl)Cl.O1CCOCC1>[ClH:24].[NH:8]1[CH2:13][CH2:12][C:11]2([C:17]3[CH:18]=[CH:19][CH:20]=[CH:21][C:16]=3[CH2:15][S:14]2(=[O:23])=[O:22])[CH2:10][CH2:9]1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 18427519HCID 18427519, compound

Product 1

HCID 18427506Spiro[benzo[c]thiophene-1(3H),4'-piperidine]-2,2-dioxide hydrochlorideYield 95%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 312751,4-DioxaneSolvent

Procedure

170 mg (0.5 mmole) of 1′-t-butoxycarbonylspiro[benzo[c]thiophene-1(3H),4′-piperidine]-2,2-dioxide [prepared as described in step (a) above] were dissolved in 3 ml of methylene chloride, and 1 ml of a 4 N solution of hydrogen chloride in dioxane was added, whilst ice-cooling. The mixture was then stirred, whilst ice-cooling, for 1 hour, after which the crystals which deposited were collected by filtration, to give 131 mg (yield 95%) of the title compound as white crystals.

Workup

  1. temperaturecooling
  2. temperaturecooling, for 1 hour
  3. filtrationafter which the crystals which deposited were collected by filtration

Sources & evidence

ORD record
ord-8baa4c162f9044dc92f4c421f4225d4a
Source dataset
uspto-grants-2002_09
Patent number
US06448247B1

Reaction notes

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