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

HRID 356922
Notes
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Reaction equation

HRID 356922 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
ParticipantsProcedureWorkupSources & evidenceReaction notes

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-8ab3bcf024ed4b639682fb0632be47a7
Source dataset
uspto-grants-1998_11
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05840724

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes