Thionyl Chloride → (2,4-dichlorophenyl)propynoic Acid Chloride

HRID 735078Notes

Reaction equation

HRID 735078 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[C:9]#[C:10][C:11]([OH:13])=O.S(Cl)([Cl:16])=O>C1(C)C=CC=CC=1>[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[C:9]#[C:10][C:11]([Cl:16])=[O:13]

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 2285093-(2,4-dichlorophenyl)prop-2-ynoic acid

Product 1

HCID 87587808(2,4-dichlorophenyl)propynoic Acid Chloride

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
70 °C

Procedure

A reaction mixture of 0.34 g (1.58 mmol) of (2,4-dichlorophenyl)propynoic acid and 0.14 mL (1.9 mmol) of thionyl chloride in 15 mL of absolute toluene is stirred for 3 hours at 70° C. and then evaporated down. The residue is taken up in absolute toluene and the solution is evaporated to dryness. This procedure is then repeated once more and the residue is further reacted in its crude state.

Workup

  1. customevaporated down
  2. customthe solution is evaporated to dryness
  3. customthe residue is further reacted in its crude state

Sources & evidence

ORD record
ord-7dfcc574a2874c799356c94ba93a5994
Source dataset
uspto-grants-2009_09
Patent number
US07592373B2

Reaction notes

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