Thionyl Chloride → 4-(3,7-Dimethyl-1-octyloxy)benzoyl chloride

HRID 84064Notes

Reaction equation

HRID 84064 reaction equation
[CH3:1][CH:2]([CH2:15][CH2:16][CH2:17][CH:18]([CH3:20])[CH3:19])[CH2:3][CH2:4][O:5][C:6]1[CH:14]=[CH:13][C:9]([C:10](O)=[O:11])=[CH:8][CH:7]=1.S(Cl)([Cl:23])=O>C(Cl)(Cl)Cl>[CH3:1][CH:2]([CH2:15][CH2:16][CH2:17][CH:18]([CH3:20])[CH3:19])[CH2:3][CH2:4][O:5][C:6]1[CH:14]=[CH:13][C:9]([C:10]([Cl:23])=[O:11])=[CH:8][CH:7]=1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 123614954-[(3,7-Dimethyloctyl)oxy]benzoic acid

Product 1

HCID 859569624-(3,7-Dimethyl-1-octyloxy)benzoyl chloride

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

Under an argon atmosphere, 4-(3,7-dimethyl-1-octyloxy)benzoic acid was dissolved in anhydrous chloroform (25 ml), and after ice-cooling, thionyl chloride (6.72 ml, 92.7 mmol) was added dropwise. The reaction mixture was stirred at room temperature overnight and concentrated under reduced pressure to give the title compound as an oil. The present compound was directly used for the next step.

Workup

  1. temperatureafter ice-cooling
  2. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-fe60fae9cb81406b886258623b126cb0
Source dataset
uspto-grants-2014_09
Patent number
US08846885B2

Reaction notes

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