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

HRID 2206358Notes

Reaction equation

HRID 2206358 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-0a876e5cffa74aacbdec7997271ededc
Source dataset
uspto-grants-2016_06
Patent number
US09371353B2

Reaction notes

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