N,N-Dimethylaniline → HCID 7021723, compound

HRID 2214326Notes

Reaction equation

HRID 2214326 reaction equation
[C:1]1([C@H:7]([CH3:11])[C:8](O)=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.S(Cl)([Cl:14])=O.CN(C)C1C=CC=CC=1>ClC(Cl)=C(Cl)Cl>[C:1]1([C@H:7]([CH3:11])[C:8]([Cl:14])=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 3

HCID 949N,N-DimethylanilineHCID 24386Thionyl ChlorideHCID 27246222-Phenylpropionic acid, (+)-

Product 1

HCID 7021723HCID 7021723, compoundYield 102.4%

Reagents, catalysts & solvents 1

HCID 31373TetrachloroethyleneSolvent

Procedure

Into a 10 L four-necked flask, 600 g (4.00 mol) of (S)-(+)-2-phenylpropionic acid, 2.4 L of tetrachloroethylene, 951 g (8.00 mol) of thionyl chloride and a small amount of dimethylaniline were added, followed by stirring at room temperature overnight, and excess of thionyl chloride and tetrachloroethylene were distilled off under reduced pressure to obtain 691 g of (S)-2-phenylpropionic chloride.

Workup

  1. distillationexcess of thionyl chloride and tetrachloroethylene were distilled off under reduced pressure

Sources & evidence

ORD record
ord-a4bde9714d354438b1f2379c57c1e50f
Source dataset
uspto-grants-2006_09
Patent number
US07108895B2

Reaction notes

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