Thionyl Chloride → HCID 117818735, compound

HRID 1753217Notes

Reaction equation

HRID 1753217 reaction equation
[CH3:1][C:2]1[C:3]([CH2:12]O)=[N:4][C:5]([C:8]([F:11])([F:10])[F:9])=[CH:6][CH:7]=1.S(Cl)([Cl:16])=O>C(Cl)Cl>[Cl:16][CH2:12][C:3]1[C:2]([CH3:1])=[CH:7][CH:6]=[C:5]([C:8]([F:11])([F:10])[F:9])[N:4]=1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 117818537HCID 117818537, compound

Product 1

HCID 117818735HCID 117818735, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of (3-methyl-6-(trifluoromethyl)pyridin-2-yl)methanol (29) (0.18 g, 0.94 mmol) in DCM (5 ml) was added thionyl chloride (0.112 g, 0.95 mmol) and stirred at rt for 2 h. After completion of the reaction, mixture was concentrated and washed with hexane to afford 2-(chloromethyl)-3-methyl-6-(trifluoromethyl)pyridine (30). The crude solid was taken directly for the next step (180 mg, 91.8%).

Workup

  1. customAfter completion of the reaction, mixture
  2. concentrationwas concentrated
  3. washwashed with hexane

Sources & evidence

ORD record
ord-37b7c144ad224eda9d764a1e705c416b
Source dataset
uspto-grants-2015_10
Patent number
US09163020B2

Reaction notes

Loading…