Thionyl Chloride → 3-(Chloromethyl)-2,6-dimethylpyridine

HRID 530797Notes

Reaction equation

HRID 530797 reaction equation
[CH3:1][C:2]1[C:7]([CH2:8]O)=[CH:6][CH:5]=[C:4]([CH3:10])[N:3]=1.O=S(Cl)[Cl:13]>>[Cl:13][CH2:8][C:7]1[C:2]([CH3:1])=[N:3][C:4]([CH3:10])=[CH:5][CH:6]=1

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 2784752(2,6-Dimethylpyridin-3-yl)methanol

Product 1

HCID 628306083-(Chloromethyl)-2,6-dimethylpyridine

Procedure

The solution of compound (2,6-dimethylpyridin-3-yl)methanol (0.76 g, 5.6 mmol) in SOCl2 (5 mL) was stirred at room temperature for 1 hour and then concentrated to give the crude product 3 which was used for next step directly without further purification. LCMS (ESI) m/z=156.1 (M+H)+.

Workup

  1. concentrationconcentrated

Sources & evidence

ORD record
ord-859ff33d822d4dfaa920ec0b76a32d4b
Source dataset
uspto-grants-2016_05
Patent number
US09353104B2

Reaction notes

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