Sodium Cyanide → HCID 14995020, compound

HRID 2073893Notes

Reaction equation

HRID 2073893 reaction equation
CS(O[CH2:6][C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([CH2:13][C:14]2[CH:19]=[CH:18][C:17]([O:20][CH2:21][C:22]3[CH:31]=[CH:30][C:29]4[C:24](=[CH:25][CH:26]=[CH:27][CH:28]=4)[N:23]=3)=[CH:16][CH:15]=2)[CH:8]=1)(=O)=O.[C-:32]#[N:33].[Na+]>CS(C)=O>[N:23]1[C:24]2[C:29](=[CH:28][CH:27]=[CH:26][CH:25]=2)[CH:30]=[CH:31][C:22]=1[CH2:21][O:20][C:17]1[CH:16]=[CH:15][C:14]([CH2:13][C:9]2[CH:8]=[C:7]([CH2:6][C:32]#[N:33])[CH:12]=[CH:11][CH:10]=2)=[CH:19][CH:18]=1

Participants

4

Reactant 2

HCID 8929Sodium CyanideHCID 14995019HCID 14995019, compound

Product 1

HCID 14995020HCID 14995020, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

3-(4-(2-Quinolinylmethyloxy)benzyl)benzyl alcohol methane sulfonate (0.0018 mol) with sodium cyanide (0.0036 mol) in dimethylsulfoxide (10 ml) is stirred at ambient temperature. After the consumption of sulfate, the reaction is diluted with water and extracted with ethyl acetate. The organic extracts are dried and evaporated to give 3-(4-(2-quinolinylmethyloxy)benzyl)phenylacetonitrile.

Workup

  1. customAfter the consumption of sulfate
  2. additionthe reaction is diluted with water
  3. extractionextracted with ethyl acetate
  4. customThe organic extracts are dried
  5. customevaporated

Sources & evidence

ORD record
ord-b0696f54ba3047f3ae7916f9bfbb19a2
Source dataset
uspto-grants-1990_04
Patent number
US04920133

Reaction notes

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