Hydrochloric Acid → 4-(2-Propen-1-yloxy)cyclohexanone

HRID 2392739Notes

Reaction equation

HRID 2392739 reaction equation
[CH2:1]([O:4][CH:5]1[CH2:14][CH2:13][C:8]2(OCC[O:9]2)[CH2:7][CH2:6]1)[CH:2]=[CH2:3].Cl.C(=O)([O-])O.[Na+]>CCOCC>[CH2:1]([O:4][CH:5]1[CH2:14][CH2:13][C:8](=[O:9])[CH2:7][CH2:6]1)[CH:2]=[CH2:3]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 516892Sodium BicarbonateHCID 189805108-(2-Propenyloxy)-1,4-dioxaspiro[4.5]decane

Product 1

HCID 184137294-(2-Propen-1-yloxy)cyclohexanoneYield 98,569.297%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

19.8 g of compound (11) (0.1 mmole) were stirred for 2 hours at room temperature with 120 ml ether and 40 ml of 6N hydrochloric acid. The mixture was then neutralised with sodium hydrogen carbonate, extracted three times with ether, and the ether solution was dried over sodium sulphate. After removing the solvent by distillation, 15.2 g of crude product were obtained; the product was purified with 3:1 diisopropyl ether/n-hexane via a silica gel column.

Workup

  1. extractionextracted three times with ether
  2. dry with materialthe ether solution was dried over sodium sulphate
  3. customAfter removing the solvent
  4. distillationby distillation

Sources & evidence

ORD record
ord-dd41275c4d8046449c4bebbd28f00790
Source dataset
uspto-grants-1998_09
Patent number
US05801201

Reaction notes

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