Hydrochloric Acid → HCID 68683678, compound

HRID 2263615Notes

Reaction equation

HRID 2263615 reaction equation
[CH:1]1([CH2:4][S:5][CH:6]2[CH2:15][CH2:14][C:9]3(OCC[O:10]3)[CH2:8][CH2:7]2)[CH2:3][CH2:2]1.Cl>CC(C)=O>[CH:1]1([CH2:4][S:5][CH:6]2[CH2:15][CH2:14][C:9](=[O:10])[CH2:8][CH2:7]2)[CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 68682881HCID 68682881, compound

Product 1

HCID 68683678HCID 68683678, compoundYield 101.1%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

8-[(Cyclopropylmethyl)thio]-1,4-dioxaspiro[4.5]decane (14.1 g, 61.7 mmol) was added to a stirred mixture of 1M hydrochloric acid (120 ml, 120 mmol) and acetone (300 ml) and the mixture was stirred at room temperature overnight. The acetone was removed by evaporation and the residue was extracted with ethyl acetate and washed with water, dried and evaporated to yield an oil used unpurified in the next step. 4-[(cyclopropylmethyl)thio]cyclohexanone (11.5 g, 62.4 mmol, 100% yield)

Workup

  1. customThe acetone was removed by evaporation
  2. extractionthe residue was extracted with ethyl acetate
  3. washwashed with water
  4. customdried
  5. customevaporated
  6. customto yield an oil

Sources & evidence

ORD record
ord-8c4c65487eec42228bc6a04050cfe5f7
Source dataset
uspto-grants-2010_12
Patent number
US07851638B2

Reaction notes

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