Potassium Cyanide → HCID 18793489, compound

HRID 1004761Notes

Reaction equation

HRID 1004761 reaction equation
[C-:1]#[N:2].[K+].[F:4][CH:5]([F:21])[O:6][C:7]1[CH:12]=[CH:11][C:10]([CH2:13]O)=[CH:9][C:8]=1[O:15][CH:16]1[CH2:20][CH2:19][O:18][CH2:17]1>O.CN(C=O)C>[F:4][CH:5]([F:21])[O:6][C:7]1[CH:12]=[CH:11][C:10]([CH2:13][C:1]#[N:2])=[CH:9][C:8]=1[O:15][CH:16]1[CH2:20][CH2:19][O:18][CH2:17]1

Participants

5

Reactant 2

HCID 9032Potassium CyanideHCID 18793515HCID 18793515, compound

Product 1

HCID 18793489HCID 18793489, compoundYield 80.4%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Conditions

Temperature
80 °C

Procedure

A mixture of KCN (0.076 mol) in H2O (4 ml), heated to 80° C., was added dropwise to a mixture of intermediate 3 (0.038 mol) in DMF (82.4 ml), stirred at 60° C. The resulting reaction mixture was stirred for 30 minutes at 60° C. The reaction mixture was cooled, washed with water, extracted with DIPE. The extract was dried, filtered, and the filtrate was evaporated, yielding 8.23 g (80%) of (±)-4-(difluoromethoxy)-3-[(tetrahydro-3-furanyl)oxy]benzeneacetonitrile (intermediate 4).

Workup

  1. customThe resulting reaction mixture
  2. stirringwas stirred for 30 minutes at 60° C
  3. temperatureThe reaction mixture was cooled
  4. washwashed with water
  5. extractionextracted with DIPE
  6. customThe extract was dried
  7. filtrationfiltered
  8. customthe filtrate was evaporated

Sources & evidence

ORD record
ord-9aae2bcbb00d4886a8216c03785f2ee0
Source dataset
uspto-grants-2000_04
Patent number
US06051718

Reaction notes

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