Sodium Cyanide → HCID 19001673, compound

HRID 486944Notes

Reaction equation

HRID 486944 reaction equation
Cl[CH2:2][C:3]1[C:11]([CH:12]([CH3:14])[CH3:13])=[CH:10][C:6]2[O:7][CH2:8][O:9][C:5]=2[CH:4]=1.[C-:15]#[N:16].[Na+]>CS(C)=O>[C:15]([CH2:2][C:3]1[C:11]([CH:12]([CH3:14])[CH3:13])=[CH:10][C:6]2[O:7][CH2:8][O:9][C:5]=2[CH:4]=1)#[N:16]

Participants

4

Reactant 2

HCID 8929Sodium CyanideHCID 19001630HCID 19001630, compound

Product 1

HCID 19001673HCID 19001673, compoundYield 94.9%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

6.9 g of 5-chloromethyl-6-isopropyl-1,3-benzodioxole was dissolved in 100 ml of dimethyl sulfoxide, followed by the addition of 3.12 g of sodium cyanide. The obtained mixture was stirred at a room temperature for 3 hours and distilled to remove the solvent. Ethyl acetate was added to the residue and the obtained mixture was washed with water and a saturated aqueous solution of common salt successively, dried over anhydrous magnesium sulfate and filtered. The filtrate was concentrated to obtain 6.26 g of the title compound as a crude oil.

Workup

  1. distillationdistilled
  2. customto remove the solvent
  3. additionEthyl acetate was added to the residue
  4. washthe obtained mixture was washed with water
  5. dry with materiala saturated aqueous solution of common salt successively, dried over anhydrous magnesium sulfate
  6. filtrationfiltered
  7. concentrationThe filtrate was concentrated

Sources & evidence

ORD record
ord-afcca131e55e47f08cdbcb568f14fddc
Source dataset
uspto-grants-1994_03
Patent number
US05292901

Reaction notes

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