Sodium Carbonate → 2-Cyclopenten-1-one, 2-methoxy-3-methyl-

HRID 329800Notes

Reaction equation

HRID 329800 reaction equation
[CH3:1][O:2][CH2:3][C:4](=[O:14])[CH:5]([CH2:10][C:11]([CH3:13])=O)C(OC)=O.C([O-])([O-])=O.[Na+].[Na+]>>[CH3:1][O:2][C:3]1[C:4](=[O:14])[CH2:5][CH2:10][C:11]=1[CH3:13]

Participants

3

Reactant 2

HCID 10340Sodium CarbonateHCID 10954610HCID 10954610, compound

Product 1

HCID 842492-Cyclopenten-1-one, 2-methoxy-3-methyl-Yield 79.5%

Procedure

201.3 g (0.997 mol) of crude methyl 4-methoxy-2-acetonylacetoacetate are held at reflux temperature for 3 hours with 2.12 liters (0.5 mol) of 2.5% Na2CO3 solution. The reaction mixture is extracted 3 times with 100 ml of CH2Cl2 each time. The combined organic phases are dried over magnesium sulphate and concentrated on a rotary evaporator to give 99.90 g (79.5%) of 2-methoxy-3-methyl-2-cyclopenten-1-one, content 84.2%; b.p. 82°-84° C./27 mbar.

Workup

  1. extractionThe reaction mixture is extracted 3 times with 100 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-dfbd1010133a4869921df9124f211587
Source dataset
uspto-grants-1990_01
Patent number
US04892966

Reaction notes

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