Hydrochloric Acid → HCID 68683678, compound

HRID 1865472Notes

Reaction equation

HRID 1865472 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-0c715541a9fe4d5fb74346b9925b3006
Source dataset
uspto-grants-2009_12
Patent number
US07626056B2

Reaction notes

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