Thionyl Chloride → 3-Nonenoyl chloride

HRID 1606685Notes

Reaction equation

HRID 1606685 reaction equation
[C:1]([OH:11])(=O)[CH2:2][CH:3]=[CH:4][CH2:5][CH2:6][CH2:7][CH2:8][CH3:9].S(Cl)([Cl:14])=O>>[C:1]([Cl:14])(=[O:11])[CH2:2][CH:3]=[CH:4][CH2:5][CH2:6][CH2:7][CH2:8][CH3:9]

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 1075073-Nonenoic acid

Product 1

HCID 714035253-Nonenoyl chloride

Procedure

A mixture of 22 g. of 3-nonenoic acid and 100 ml. of thionyl chloride is stirred at room temperature for about an hour, then 150 ml. of 1:1 ether-benzene mixture is added. The solvents are removed by evaporation under reduced pressure, then another 150 ml. of 1:1 ether benzene mixture is added to the residue, and removed by evaporation under reduced pressure, leaving a residue comprising 3-nonenoyl chloride. This residue is then dissolved in 30 ml. of benzene.

Workup

  1. additionA mixture of 22 g
  2. customThe solvents are removed by evaporation under reduced pressure
  3. additionof 1:1 ether benzene mixture is added to the residue
  4. customremoved by evaporation under reduced pressure

Sources & evidence

ORD record
ord-1ff31b191b554e4eaf8b1ef2c94482ea
Source dataset
uspto-grants-1976_04
Patent number
US03953499

Reaction notes

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