Water → HCID 53902070, compound

HRID 992854Notes

Reaction equation

HRID 992854 reaction equation
[C-:1]#[N:2].[Na+].[Cl:4][C:5]1[C:12]([O:13][CH:14]([CH3:16])[CH3:15])=[CH:11][C:8]([CH2:9]Br)=[C:7]([F:17])[CH:6]=1.O>CN(C=O)C>[Cl:4][C:5]1[C:12]([O:13][CH:14]([CH3:16])[CH3:15])=[CH:11][C:8]([CH2:9][C:1]#[N:2])=[C:7]([F:17])[CH:6]=1

Participants

5

Reactant 3

HCID 962WaterHCID 8929Sodium CyanideHCID 18408353HCID 18408353, compound

Product 1

HCID 53902070HCID 53902070, compoundYield 94%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

26 g (0.53 mol) of sodium cyanide was dissolved in 700 ml of DMF, and 143 g (0.50 mol) of 4-chloro-2-fluoro-5-isopropoxybenzyl bromide was dropwise added thereto at room temperature. After stirring at room temperature for 8 hours, the reaction solution was poured into water and extracted with ethyl acetate. After washing with water, the organic layer was dried over anhydrous magnesium sulfate. Ethyl acetate was distilled off under reduced pressure to obtain 107 g (yield: 92%) of the desired product.

Workup

  1. customat room temperature
  2. extractionextracted with ethyl acetate
  3. washAfter washing with water
  4. dry with materialthe organic layer was dried over anhydrous magnesium sulfate
  5. distillationEthyl acetate was distilled off under reduced pressure

Sources & evidence

ORD record
ord-a2530e9edc274e9a991db21e411a1339
Source dataset
uspto-grants-2002_10
Patent number
US06472348B1

Reaction notes

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