Thionyl Chloride → 4-(2-Diethylaminoethoxy)benzoyl chloride hydrochloride

HRID 268349Notes

Reaction equation

HRID 268349 reaction equation
[ClH:1].[CH2:2]([N:4]([CH2:17][CH3:18])[CH2:5][CH2:6][O:7][C:8]1[CH:16]=[CH:15][C:11]([C:12](O)=[O:13])=[CH:10][CH:9]=1)[CH3:3].S(Cl)([Cl:21])=O>C(Cl)Cl>[ClH:21].[CH2:2]([N:4]([CH2:17][CH3:18])[CH2:5][CH2:6][O:7][C:8]1[CH:16]=[CH:15][C:11]([C:12]([Cl:1])=[O:13])=[CH:10][CH:9]=1)[CH3:3]

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 429374924-[2-(Diethylamino)ethoxy]benzoic acid hydrochloride

Product 1

HCID 161118754-(2-Diethylaminoethoxy)benzoyl chloride hydrochloride

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

4-(2-Diethylaminoethoxy)benzoic acid hydrochloride is suspended in methylene chloride and a five-fold excess of thionyl chloride is added. The mixture is refluxed until the solid dissolves, then concentrated under reduced pressure to give 4-(2-diethylaminoethoxy)benzoyl chloride hydrochloride.

Workup

  1. temperatureThe mixture is refluxed until the solid
  2. dissolutiondissolves
  3. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-7c8f59bc58d04dc292aa83a081905b5c
Source dataset
uspto-grants-1976_03
Patent number
US03947470

Reaction notes

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