Thionyl Chloride → HCID 20148599, compound

HRID 569158Notes

Reaction equation

HRID 569158 reaction equation
[N:1]1([CH2:6][C:7]2[CH:12]=[CH:11][C:10](/[CH:13]=[CH:14]/[CH2:15]O)=[CH:9][CH:8]=2)[CH:5]=[CH:4][N:3]=[CH:2]1.S(Cl)([Cl:19])=O>C(Cl)Cl>[ClH:19].[N:1]1([CH2:6][C:7]2[CH:12]=[CH:11][C:10](/[CH:13]=[CH:14]/[CH2:15][Cl:19])=[CH:9][CH:8]=2)[CH:5]=[CH:4][N:3]=[CH:2]1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 9859194HCID 9859194, compound

Product 1

HCID 20148599HCID 20148599, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

In 11 ml of methylene chloride was dissolved 2.11 g of (E)-3-[4-(imidazol-1-ylmethyl)phenyl]allyl alcohol, and 3.57 ml of thionyl chloride was dropped into the resulting solution with ice-cooling, after which the resulting mixture was subjected to reaction under reflux for one hour. The solvent and the excessive thionyl chloride were removed by distillation under reduced pressure to obtain oily (E)-3-[4-(imidazol-1-ylmethyl)phenyl]allyl chloride hydrochloride. This was dissolved in 8 ml of methylene chloride.

Workup

  1. additionwas dropped into the resulting solution with ice-
  2. temperaturecooling
  3. customafter which the resulting mixture was subjected to reaction
  4. temperatureunder reflux for one hour
  5. customThe solvent and the excessive thionyl chloride were removed by distillation under reduced pressure

Sources & evidence

ORD record
ord-03f32d9388334f6a97ffc748e56b38da
Source dataset
uspto-grants-1988_03
Patent number
US04731370

Reaction notes

Loading…