Sulfuric Acid → HCID 19968441, compound

HRID 975827Notes

Reaction equation

HRID 975827 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2(O)[C:13]3([CH2:18][CH2:17][CH2:16][CH2:15][CH2:14]3)[NH:12][CH2:11][CH2:10][CH2:9]2)=[CH:4][CH:3]=1.[S:20](=[O:24])(=[O:23])([OH:22])[OH:21]>>[S:20]([OH:24])([OH:23])(=[O:22])=[O:21].[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:13]3([CH2:14][CH2:15][CH2:16][CH2:17][CH2:18]3)[NH:12][CH2:11][CH2:10][CH:9]=2)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 1118Sulfuric AcidHCID 19968421HCID 19968421, compound

Product 1

HCID 19968441HCID 19968441, compound

Procedure

5-(4-Chlorophenyl)-5-hydroxy-1-azaspiro[5.5]undecane (5.9 g, prepared as described in Example C) was dissolved in concentrated sulphuric acid (75 ml) and stirred at ambient temperature for 3 hours. The mixture was then poured slowly into ice-water (300 ml) and the resulting solid collected by filtration, washed with a little water and dried in vacuo at ambient temperature over phosphorus pentoxide to give 5-(4-chlorophenyl)-1-azaspiro[5.5]undec-4-ene sulphate as a white solid. Yield 6.2 g, mp 228°-233° C.

Workup

  1. filtrationthe resulting solid collected by filtration
  2. washwashed with a little water
  3. dry with materialdried in vacuo at ambient temperature over phosphorus pentoxide

Sources & evidence

ORD record
ord-7e718af48a75407497db47bf993d759c
Source dataset
uspto-grants-1997_03
Patent number
US05610161

Reaction notes

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