Hydrochloric Acid → 10-Methyl-6-oxa-9-undecene-2-one

HRID 436869Notes

Reaction equation

HRID 436869 reaction equation
C1CO[C:3]([CH2:5][CH2:6][CH2:7][O:8][CH2:9][CH2:10][CH:11]=[C:12]([CH3:14])[CH3:13])([CH3:4])[O:2]1.Cl>CC(C)=O>[CH3:13][C:12]([CH3:14])=[CH:11][CH2:10][CH2:9][O:8][CH2:7][CH2:6][CH2:5][C:3](=[O:2])[CH3:4]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 867348312,2-Ethylenedioxy-10-methyl-6-oxa-9-undecene

Product 1

HCID 8673483210-Methyl-6-oxa-9-undecene-2-oneYield 98.7%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A suspension of 19.7 g of the product of Step A in 100 ml of acetone containing 200 ml of 0.1N hydrochloric acid was stirred at room temperature for 17 hours and the acetone was then evaporated under reduced pressure. The mixture was then extracted with methylene chloride and the organic solution was washed with aqueous sodium bicarbonate solution, then with water, dried over sodium sulfate and evaporated to dryness to obtain 15.7 g of 10-methyl-6-oxa-9-undecene-2-one in the form of a colorless liquid used as is for the next step.

Workup

  1. customthe acetone was then evaporated under reduced pressure
  2. extractionThe mixture was then extracted with methylene chloride
  3. washthe organic solution was washed with aqueous sodium bicarbonate solution
  4. dry with materialwith water, dried over sodium sulfate
  5. customevaporated to dryness

Sources & evidence

ORD record
ord-12387d8f27c24eb89f5877ec4a9b4343
Source dataset
uspto-grants-1977_06
Patent number
US04028386

Reaction notes

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