Thionyl Chloride → HCID 20148599, compound

HRID 986440Notes

Reaction equation

HRID 986440 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-2f951484b0704d0bacea1e36fffa5f8b
Source dataset
uspto-grants-1987_12
Patent number
US04713387

Reaction notes

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