Thionyl Chloride → 3,3-Diphenylpropionyl chloride

HRID 1614698Notes

Reaction equation

HRID 1614698 reaction equation
[C:1]1([CH:7]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH2:8][C:9](O)=[O:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.S(Cl)([Cl:20])=O>N1C=CC=CC=1>[C:1]1([CH:7]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH2:8][C:9]([Cl:20])=[O:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 64798Diphenylpropionic acid

Product 1

HCID 30158933,3-Diphenylpropionyl chloride

Reagents, catalysts & solvents 1

HCID 1049PyridineCatalyst

Procedure

To a mixture of 3,3-diphenylpropionic acid (20 g, 88.4 mmol) and thionyl chloride (7.74 mL, 106.1 mmol) is added 5 drops of pyridine. The mixture is stirred at room temperature overnight (15 hours), and then distilled in vacuo to afford a light yellow oil, 17.88 g. The title compound forms as a light yellow solid when the oil is refrigerated overnight; mp 41°-43° C.

Workup

  1. distillationdistilled in vacuo
  2. customto afford a light yellow oil, 17.88 g

Sources & evidence

ORD record
ord-9694b1e4781a4ab2be6bbdc67ed4332b
Source dataset
uspto-grants-1993_03
Patent number
US05198548

Reaction notes

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