Potassium Hydroxide → HCID 12850336, compound

HRID 544090Notes

Reaction equation

HRID 544090 reaction equation
[CH3:1][C:2]1([CH3:17])[CH:4]([C:5]([O:7][CH2:8][CH3:9])=[O:6])[C:3]1([C:15]#[N:16])[C:10]([O:12]CC)=[O:11].[OH-].[K+]>>[CH3:17][C:2]1([CH3:1])[CH:4]([C:5]([O:7][CH2:8][CH3:9])=[O:6])[C:3]1([C:15]#[N:16])[C:10]([OH:12])=[O:11]

Participants

3

Reactant 2

HCID 14797Potassium HydroxideHCID 12850335Ethyl 2,2-dimethyl-3-ethoxycarbonyl-1-cyano-cyclopropane-1-carboxylate

Product 1

HCID 12850336HCID 12850336, compoundYield 90.6%

Procedure

A mixture of 2 g of ethyl 2,2-dimethyl-3-ethoxycarbonyl-1-cyano-cyclopropane-1-carboxylate (prepared as in U.S. Pat. No. 3,397,223) and 4.71 g of 10% ethanolic potassium hydroxide was stirred under an inert atmosphere for 15 hours and the ethanol was then evaporated under reduced pressure. The residue was washed with ether and was then taken up in ether. The pH of the solution was adjusted to 3 by addition of dilute sulfuric acid and the decanted ether phase was washed with water, dried and evaporated to dryness under reduced pressure to obtain 1.6 g of 2,2-dimethyl-3-ethoxycarbonyl-1-cyano-cyclopropane-1-carboxylic acid with a melting point of ≃130° C. (decomposition).

Workup

  1. customprepared as in U.S
  2. customthe ethanol was then evaporated under reduced pressure
  3. washThe residue was washed with ether
  4. additionThe pH of the solution was adjusted to 3 by addition of dilute sulfuric acid
  5. washthe decanted ether phase was washed with water
  6. customdried
  7. customevaporated to dryness under reduced pressure

Sources & evidence

ORD record
ord-2b48633f368f4cb4a30b8681ac8b6ae2
Source dataset
uspto-grants-1984_05
Patent number
US04448728

Reaction notes

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