Thionyl Chloride → HCID 20148610, compound

HRID 986455Notes

Reaction equation

HRID 986455 reaction equation
[ClH:1].[N:2]1[CH:7]=[CH:6][CH:5]=[C:4]([O:8][C:9]2[CH:14]=[CH:13][C:12](/[CH:15]=[C:16](\[CH3:19])/[CH2:17]O)=[CH:11][CH:10]=2)[CH:3]=1.S(Cl)([Cl:22])=O>C(Cl)Cl>[ClH:22].[N:2]1[CH:7]=[CH:6][CH:5]=[C:4]([O:8][C:9]2[CH:14]=[CH:13][C:12](/[CH:15]=[C:16](\[CH3:19])/[CH2:17][Cl:1])=[CH:11][CH:10]=2)[CH:3]=1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 70414624HCID 70414624, compound

Product 1

HCID 20148610HCID 20148610, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

In 5 ml of methylene chloride was suspended 350 mg of (E)-3-[4-(pyridin-3-yloxy)phenyl]-2-methylallyl alcohol hydrochloride and to the suspension was added 0.18 ml of thionyl chloride 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-yloxy)phenyl]-2-methylallyl chloride hydrochloride. This was dissolved in 2 ml of methylene chloride.

Workup

  1. temperaturecooling
  2. customafter which the resulting mixture was subjected to reaction
  3. temperatureunder reflux for 30 minutes
  4. customThe solvent and the excessive thionyl chloride were removed by distillation under reduced pressure

Sources & evidence

ORD record
ord-4b6efb6f810d48938cce19deb40bf71d
Source dataset
uspto-grants-1987_12
Patent number
US04713387

Reaction notes

Loading…