Sodium Carbonate → 2-Cyclopenten-1-one, 2-methoxy-3,5-dimethyl-

HRID 329808Notes

Reaction equation

HRID 329808 reaction equation
[CH3:1][O:2][CH2:3][C:4](=[O:15])[C:5]([CH2:11][C:12]([CH3:14])=O)([CH3:10])C(OC)=O.C([O-])([O-])=O.[Na+].[Na+]>>[CH3:1][O:2][C:3]1[C:4](=[O:15])[CH:5]([CH3:10])[CH2:11][C:12]=1[CH3:14]

Participants

3

Reactant 2

HCID 10340Sodium CarbonateHCID 19871657Methyl 4-methoxy-2-acetonyl-2-methylacetoacetate

Product 1

HCID 1121722-Cyclopenten-1-one, 2-methoxy-3,5-dimethyl-Yield 76%

Procedure

5.40 g (25 mmol) of methyl 4-methoxy-2-acetonyl-2-methylacetoacetate are held at reflux temperature for 21/2 hours with 106 ml (12.5 mmol) of 2.5% Na2CO3 solution. The reaction mixture is extracted 3 times with 150 ml of CH2Cl2 each time. The combined organic phases are dried over magnesium sulphate and concentrated on a rotary evaporator to give 2.66 g (76%) of 2-methoxy-3,5-dimethyl-2-cyclopenten-1-one, content: 96.7%.

Workup

  1. extractionThe reaction mixture is extracted 3 times with 150 ml of CH2Cl2 each time
  2. dry with materialThe combined organic phases are dried over magnesium sulphate
  3. concentrationconcentrated on a rotary evaporator

Sources & evidence

ORD record
ord-5e5b4aed309f4242ae4a8bf8d9cde7e9
Source dataset
uspto-grants-1990_01
Patent number
US04892966

Reaction notes

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