Dichloromethane → HCID 117858266, compound

HRID 1486301Notes

Reaction equation

HRID 1486301 reaction equation
[F:1][C:2]1[C:9]([CH2:10]O)=[C:8]([F:12])[CH:7]=[CH:6][C:3]=1[C:4]#[N:5].[Cl:13]CCl>S(Cl)(Cl)=O>[Cl:13][CH2:10][C:9]1[C:2]([F:1])=[C:3]([CH:6]=[CH:7][C:8]=1[F:12])[C:4]#[N:5]

Participants

4

Reactant 2

HCID 6344DichloromethaneHCID 1178583143-Cyano-2,6-difluorobenzyl alcohol

Product 1

HCID 117858266HCID 117858266, compound

Reagents, catalysts & solvents 1

HCID 24386Thionyl ChlorideSolvent

Procedure

A solution of 120 mg (0.710 mmol) of 2,4-difluoro-3-(hydroxymethyl)benzonitrile from Example 134A in 3 ml of dichloromethane and 1 ml of thionyl chloride was stirred at room temperature for 3 h. The solvent was evaporated off under reduced pressure and the residue was purified by flash chromatography using a prepacked silica gel cartridge (eluent:cyclohexane-ethyl acetate 10:1 to 1:1), which gave 60 mg (45% of theory) of the target compound.

Workup

  1. customThe solvent was evaporated off under reduced pressure
  2. customthe residue was purified by flash chromatography
  3. customgave 60 mg (45% of theory) of the target compound

Sources & evidence

ORD record
ord-c88afc3a6a354702b422f95d44f1aded
Source dataset
uspto-grants-2016_08
Patent number
US09422285B2

Reaction notes

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