Potassium Cyanide → HCID 67429901, compound

HRID 1661049Notes

Reaction equation

HRID 1661049 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)/[C:7](=[C:11](\[C:17]#[N:18])/C(OCC)=O)/[CH2:6][CH2:5]2.[C-:19]#[N:20].[K+]>C(O)C.O>[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[C:7]([CH2:11][C:17]#[N:18])([C:19]#[N:20])[CH2:6][CH2:5]2

Participants

5

Reactant 2

HCID 9032Potassium CyanideHCID 68217607HCID 68217607, compound

Product 1

HCID 67429901HCID 67429901, compoundYield 43.7%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Conditions

Temperature
65 °C

Procedure

To a solution of (E)-ethyl 2-(5-chloro-2,3-dihydro-1H-inden-1-ylidene)-2-cyanoacetate (Prep5, 100 g, 0.38 mol) in ethanol (800 ml) a solution of KCN (67.5 g, 1 mol) in water (230 ml) was added and the reaction mixture was warmed to 65° C. and stirred for 21 h. Then the solvent was removed under vacuum The residue was treated with ether and the organic phase washed with water. Solvent was evaporated and the crude obtained was purified by crystallization from ethanol to obtain the title compound (36 g, y=43.5%).

Workup

  1. customThen the solvent was removed under vacuum The residue
  2. additionwas treated with ether
  3. washthe organic phase washed with water
  4. customSolvent was evaporated
  5. customthe crude obtained
  6. customwas purified by crystallization from ethanol

Sources & evidence

ORD record
ord-c13bbfe816d34e2c83e735359c93cf4a
Source dataset
uspto-grants-2011_10
Patent number
US08030322B2

Reaction notes

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