Thionyl Chloride → 4-(2-Methylimidazol-1-yl)benzyl chloride hydrochloride

HRID 1291052Notes

Reaction equation

HRID 1291052 reaction equation
[CH3:1][C:2]1[N:3]([C:7]2[CH:14]=[CH:13][C:10]([CH2:11]O)=[CH:9][CH:8]=2)[CH:4]=[CH:5][N:6]=1.O=S(Cl)[Cl:17]>>[ClH:17].[CH3:1][C:2]1[N:3]([C:7]2[CH:14]=[CH:13][C:10]([CH2:11][Cl:17])=[CH:9][CH:8]=2)[CH:4]=[CH:5][N:6]=1

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 11735617[4-(2-Methylimidazol-1-yl)phenyl]methanol

Product 1

HCID 187863424-(2-Methylimidazol-1-yl)benzyl chloride hydrochloride

Procedure

4-(2-Methylimidazol-1-yl)benzyl alcohol (1.28 g, 6.8 mmol) in SOCl2 (5 ml) was stirred at ambient temperature for 30 minutes and then volatiles removed under reduced pressure. The resultant crude product was washed with minimal dry Et2O and dried in vacuo to afford 4-(2-methylimidazol-1-yl)benzyl chloride hydrochloride (1.65 g, quant.) as white solids.

Workup

  1. customvolatiles removed under reduced pressure
  2. washThe resultant crude product was washed with minimal dry Et2O
  3. customdried in vacuo

Sources & evidence

ORD record
ord-764df86e33d54e3e9a39ec0d771df97e
Source dataset
uspto-grants-1998_05
Patent number
US05753682

Reaction notes

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