Potassium Hydroxide → HCID 20557391, compound

HRID 1660095Notes

Reaction equation

HRID 1660095 reaction equation
C[O:2][C:3]([C:5]1([C:14]#[N:15])[C:7]([CH3:9])([CH3:8])[CH:6]1[C:10]([O:12][CH3:13])=[O:11])=[O:4].[OH-].[K+]>CO.O>[CH3:8][C:7]1([CH3:9])[C:5]([C:14]#[N:15])([C:3]([OH:4])=[O:2])[CH:6]1[C:10]([O:12][CH3:13])=[O:11]

Participants

5

Reactant 2

HCID 14797Potassium HydroxideHCID 24977027HCID 24977027, compound

Product 1

HCID 20557391HCID 20557391, compoundYield 65.9%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

A solution of 21.1 g (0.1 mol) of 3,3-dimethyl-1-cyano-cyclopropane-1,2-dicarboxylic acid dimethyl ester and 5.6 g of potassium hydroxide in a mixture of 50 ml of methanol and 25 ml of water was stirred at room temperature for 2 hours. The mixture was then filtered and the filtrate was acidified with dilute hydrochloric acid. An oil separated out and was taken up in methylene chloride. The methylene chloride phase was dried over sodium sulphate and then concentrated. 13 g (65% of theory) of 3,3-dimethyl-2-methoxycarbonyl-1-cyano-cyclopropane-1-carboxylic acid were obtained in the form of a partly crystalline mass, which could be further processed directly, without purification.

Workup

  1. filtrationThe mixture was then filtered
  2. customAn oil separated out
  3. dry with materialThe methylene chloride phase was dried over sodium sulphate
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-331231eba5334977b9c0c0e16845fab4
Source dataset
uspto-grants-1981_12
Patent number
US04307033

Reaction notes

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