Thionyl Chloride → HCID 67508778, compound

HRID 715349Notes

Reaction equation

HRID 715349 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([CH2:14]O)[CH:5]=[N:6][C:7]=1[O:8][CH2:9][C:10]([F:13])([F:12])[F:11].S(Cl)([Cl:18])=O>C(Cl)Cl>[Cl:18][CH2:14][C:4]1[CH:3]=[C:2]([CH3:1])[C:7]([O:8][CH2:9][C:10]([F:13])([F:12])[F:11])=[N:6][CH:5]=1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 67508360HCID 67508360, compound

Product 1

HCID 67508778HCID 67508778, compoundYield 99%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of (5-methyl-6-(2,2,2-trifluoroethoxy)pyridin-3-yl)methanol (0.70 g, 3.18 mmol, Step-2), and thionyl chloride (0.46 mL, 6.36 mmol) in DCM (10 mL) is stirred at rt for 1 hour. The organic solvent is concentrated under reduced pressure and the residue is dried to give 0.75 g (>99% yield) of the title compound as white solid. This material is used for the next reaction (Step-4) without further purification.

Workup

  1. concentrationThe organic solvent is concentrated under reduced pressure
  2. customthe residue is dried

Sources & evidence

ORD record
ord-1cfb66ef86d843c7b285f85ab85ad1dc
Source dataset
uspto-grants-2015_11
Patent number
US09187475B2

Reaction notes

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