Thionyl Chloride → HCID 20148646, compound

HRID 569156Notes

Reaction equation

HRID 569156 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([CH2:7][C:8]2[CH:13]=[CH:12][C:11](/[CH:14]=[C:15](\[CH3:18])/[CH2:16]O)=[CH:10][CH:9]=2)[CH:2]=1.S(Cl)([Cl:21])=O>C(Cl)Cl>[ClH:21].[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([CH2:7][C:8]2[CH:13]=[CH:12][C:11](/[CH:14]=[C:15](\[CH3:18])/[CH2:16][Cl:21])=[CH:10][CH:9]=2)[CH:2]=1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 13745530HCID 13745530, compound

Product 1

HCID 20148646HCID 20148646, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

In 9.25 ml of methylene chloride was dissolved 1.85 g of (E)-3-[4-(pyridin-3-ylmethyl)phenyl]-2-methylallyl alcohol, and 2.80 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 30 minutes. The solvent and the excessive thionyl chloride were removed by distillation under reduced pressure to obtain oily (E)-3-[4-(pyridin-3-ylmethyl)phenyl]-2-methylallyl chloride hydrochloride.

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 30 minutes
  5. customThe solvent and the excessive thionyl chloride were removed by distillation under reduced pressure

Sources & evidence

ORD record
ord-0ac9f80597834fd3a5084578719f1af9
Source dataset
uspto-grants-1988_03
Patent number
US04731370

Reaction notes

Loading…