Thionyl Chloride → 3-Cyclopentyloxy-4-(methylthio)benzoyl chloride

HRID 1940304Notes

Reaction equation

HRID 1940304 reaction equation
[CH:1]1([O:6][C:7]2[CH:8]=[C:9]([CH:13]=[CH:14][C:15]=2[S:16][CH3:17])[C:10](O)=[O:11])[CH2:5][CH2:4][CH2:3][CH2:2]1.S(Cl)([Cl:20])=O>C1(C)C=CC=CC=1>[CH:1]1([O:6][C:7]2[CH:8]=[C:9]([CH:13]=[CH:14][C:15]=2[S:16][CH3:17])[C:10]([Cl:20])=[O:11])[CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 211878293-Cyclopentyloxy-4-(methylthio)benzoic acid

Product 1

HCID 154584173-Cyclopentyloxy-4-(methylthio)benzoyl chloride

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

3-Cyclopentyloxy-4-(methylthio)benzoic acid (0.7 g) is dissolved in toluene (20 mL) and heated at 80° C. for 1 hour 30 minutes in the presence of thionyl chloride (5 mL). The reaction mixture is concentrated to give 3-cyclopentyloxy-4-(methylthio)benzoyl chloride (0.76 g), in the form of a yellow oil.

Workup

  1. concentrationThe reaction mixture is concentrated

Sources & evidence

ORD record
ord-4fe21fc811f344bda575163051c62b38
Source dataset
uspto-grants-1997_12
Patent number
US05698711

Reaction notes

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