Potassium Cyanide → HCID 59233937, compound

HRID 1661047Notes

Reaction equation

HRID 1661047 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[C:7](=[C:11]([C:15]#[N:16])C([O-])=O)[CH2:6][CH2:5]2.[C-:17]#[N:18].[K+]>C(O)C.O>[Br:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[C:7]([CH2:11][C:15]#[N:16])([C:17]#[N:18])[CH2:6][CH2:5]2

Participants

5

Reactant 2

HCID 9032Potassium CyanideHCID 86639824HCID 86639824, compound

Product 1

HCID 59233937HCID 59233937, compoundYield 70.6%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Conditions

Temperature
65 °C

Procedure

To a solution of ethyl (2E/Z))-(5-bromo-2,3-dihydro-1H-inden-1-ylidene)(cyano)ethanoate (Prep1, 3.1 g, 10.15 mmol) in ethanol (23 mL) a solution of KCN (1.65 g, 2.5 eq) in water (6 mL) was added and the reaction mixture was warmed to 65° C. and stirred for ˜16-24 h. Then the solvent was removed under reduced pressure, the crude was treated with ether and water. Crystallization from ethanol gave the title compound (1.87 g, y=70%).

Workup

  1. customThen the solvent was removed under reduced pressure
  2. additionthe crude was treated with ether and water
  3. customCrystallization from ethanol

Sources & evidence

ORD record
ord-9b19258560024d519b375ef8a3da340d
Source dataset
uspto-grants-2011_10
Patent number
US08030322B2

Reaction notes

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