Ethanol → HCID 25143768, compound

HRID 1920495Notes

Reaction equation

HRID 1920495 reaction equation
[CH2:1]([N:3]([CH2:12][CH3:13])[C:4](=[O:11])[CH:5]=[CH:6][CH2:7][CH:8]([CH3:10])[CH3:9])[CH3:2].[C-:14]#[N:15].[K+].C(O)C.CCCCCC>C(O)(=O)C>[C:14]([CH:6]([CH2:7][CH:8]([CH3:9])[CH3:10])[CH2:5][C:4]([N:3]([CH2:1][CH3:2])[CH2:12][CH3:13])=[O:11])#[N:15]

Participants

6

Reactant 4

HCID 702EthanolHCID 8058HexaneHCID 9032Potassium CyanideHCID 85604371HCID 85604371, compound

Product 1

HCID 25143768HCID 25143768, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
32.5 °C

Procedure

Added 3.46 grams of compound N,N-diethyl-5-methylhex-2-enamide (formula-4-a) to a mixture of 0.863 gram of potassium cyanide and 3.5 grams of ethanol. Stirred the reaction mixture for 18 hours at 25-40° C. Added 4.45 ml of hexane to the reaction mixture. Added 0.875 gram of glacial acetic acid to the reaction mixture at 35° C. Quenched the reaction mixture with water. Separated the organic and aqueous phases. Extracted the aqueous phase with hexane. Washed the organic layer with water. Distilled the organic phase under reduced pressure to get the title compound as a residue

Workup

  1. customQuenched the reaction mixture with water
  2. customSeparated the organic and aqueous phases
  3. extractionExtracted the aqueous phase with hexane
  4. washWashed the organic layer with water
  5. distillationDistilled the organic phase under reduced pressure

Sources & evidence

ORD record
ord-3d0e7ef3271949b7a759df88cbeb2296
Source dataset
uspto-grants-2012_05
Patent number
US08168828B2

Reaction notes

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