Hydrochloric Acid → HCID 20477659, compound

HRID 904799Notes

Reaction equation

HRID 904799 reaction equation
C([O:3][C:4]([CH:6]1[C:8]([CH3:10])([CH3:9])[CH:7]1[C:11]#[N:12])=[O:5])C.[OH-].[K+].Cl>O.C(O)C>[C:11]([CH:7]1[C:8]([CH3:10])([CH3:9])[CH:6]1[C:4]([OH:5])=[O:3])#[N:12]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 128503382,2-Dimethyl-3-ethoxycarbonyl-cyclopropane-1-carbonitrile

Product 1

HCID 20477659HCID 20477659, compoundYield 76.2%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

A suspension of 33.4 g (0.2 mol) of 2-cyano-3,3-dimethyl-cyclopropane-carboxylic acid ethyl ester and 16.8 g (0.3 mol) of potassium hydroxide in 200 ml of water and 100 ml of ethanol was stirred at 20°-25° C. for 15 hours. The alcohol was then stripped off and the aqueous solution was acidified with dilute hydrochloric acid and extracted twice with 100 ml of ether (or methylene chloride) each time. The combined organic extracts were dried over Na2SO4 and concentrated and the residue was distilled. 21.2 g (76% of theory) of 2-cyano-3,3-dimethyl-cyclopropane-carboxylic acid were obtained in the form of an oil of boiling point 110°-120° C., which crystallized on cooling (melting point: 101°-106° C.). ##STR45##

Workup

  1. extractionextracted twice with 100 ml of ether (or methylene chloride) each time
  2. dry with materialThe combined organic extracts were dried over Na2SO4
  3. concentrationconcentrated
  4. distillationthe residue was distilled

Sources & evidence

ORD record
ord-a1c51146058444faa9e8bacf940d4ca3
Source dataset
uspto-grants-1983_12
Patent number
US04420435

Reaction notes

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