Sulfuric Acid → HCID 19968399, compound

HRID 975836Notes

Reaction equation

HRID 975836 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2(O)[C:13]3([CH2:17][CH2:16][CH2:15][CH2:14]3)[NH:12][CH2:11][CH2:10][CH2:9]2)=[CH:4][CH:3]=1.[S:19](=[O:23])(=[O:22])([OH:21])[OH:20]>>[S:19]([OH:23])([OH:22])(=[O:21])=[O:20].[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]3)[NH:12][CH2:11][CH2:10][CH:9]=2)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 1118Sulfuric AcidHCID 19968410HCID 19968410, compound

Product 1

HCID 19968399HCID 19968399, compound

Procedure

10-(4-Chlorophenyl)-10-hydroxy-6-azaspiro[4.5]decane (1.6 g) was dissolved in concentrated sulphuric acid (18 ml) and stirred at ambient temperature for 1.5 hours. The mixture was poured cautiously onto ice-water (35 ml), stirred at 0° C. for 1 hour and allowed to stand at 4° C. for 24 hours. The product was collected by filtration, washed with water and dried in vacuo at ambient temperature to give 10-(4-chlorophenyl)-6-azaspiro[4.5]dec-9-ene sulphate as an off-white solid. Yield 1.7 g, mp 184°-190° C.

Workup

  1. additionThe mixture was poured cautiously onto ice-water (35 ml)
  2. stirringstirred at 0° C. for 1 hour
  3. waitto stand at 4° C. for 24 hours
  4. filtrationThe product was collected by filtration
  5. washwashed with water
  6. customdried in vacuo at ambient temperature

Sources & evidence

ORD record
ord-e97b53af1b04482abcf3e855ce294f30
Source dataset
uspto-grants-1997_03
Patent number
US05610161

Reaction notes

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