Sodium Hydroxide → 1-(Methoxycarbonyl)cyclopropane-1-carboxylic acid

HRID 496054Notes

Reaction equation

HRID 496054 reaction equation
[OH-].[Na+].[C:3]1([C:10]([O-:12])=[O:11])([C:6]([O:8][CH3:9])=[O:7])[CH2:5][CH2:4]1>CO>[CH3:9][O:8][C:6]([C:3]1([C:10]([OH:12])=[O:11])[CH2:5][CH2:4]1)=[O:7]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 22325078Monomethyl cyclopropane-1,1-dicarboxylate

Product 1

HCID 138618231-(Methoxycarbonyl)cyclopropane-1-carboxylic acid

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

1.45 liters of 1N sodium hydroxide solution are added to a solution, cooled to 5° C., of 1.45 ml of methyl 1,1-cyclopropanedicarboxylate in 2.5 liters of methanol. After stirring for 4 days at ambient temperature, the mixture is three-quarters concentrated, extracted with ether and then treated in customary manner, allowing the expected product to be isolated.

Workup

  1. concentrationconcentrated
  2. extractionextracted with ether
  3. additiontreated in customary manner
  4. customto be isolated

Sources & evidence

ORD record
ord-4a70eccecef643dd8b83003fe0b11ca1
Source dataset
uspto-grants-2005_09
Patent number
US06943184B2

Reaction notes

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