Water → HCID 20389781, compound

HRID 426747Notes

Reaction equation

HRID 426747 reaction equation
Cl[CH2:2][C:3]1[CH:12]=[C:11]([F:13])[C:6]2[O:7][CH2:8][CH2:9][O:10][C:5]=2[C:4]=1[F:14].[C-:15]#[N:16].[Na+].O>CS(C)=O>[C:15]([CH2:2][C:3]1[CH:12]=[C:11]([F:13])[C:6]2[O:7][CH2:8][CH2:9][O:10][C:5]=2[C:4]=1[F:14])#[N:16]

Participants

5

Reactant 3

HCID 962WaterHCID 8929Sodium CyanideHCID 203897676-(Chloromethyl)-5,8-difluoro-2,3-dihydro-1,4-benzodioxin

Product 1

HCID 20389781HCID 20389781, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

6-Chloromethyl-5,8-difluoro-1,4-benzodioxane (36.9 g, 0.183 mole) is dissolved in 500 ml of dimethylsulfoxide and 11.2 g (0.23 mole) of sodium cyanide added. This is stirred at 25° for 1 hour, and then poured into cold water. Extraction with ether, washing the extract with water, drying and concentration gives 6-cyanomethyl-5,8-difluoro-1,4-benzodioxane.

Workup

  1. extractionExtraction with ether
  2. washwashing the
  3. extractionextract with water
  4. customdrying
  5. concentrationconcentration

Sources & evidence

ORD record
ord-61c323a3f3914934ae25c97d1b65ac06
Source dataset
uspto-grants-1979_10
Patent number
US04171359

Reaction notes

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