Dimethylformamide → 3-(2-Methoxyethoxy)-2-methyl-4-(methylsulfonyl)benzoyl chloride

HRID 1257987Notes

Reaction equation

[CH3:1][O:2][CH2:3][CH2:4][O:5][C:6]1[C:7]([CH3:19])=[C:8]([CH:12]=[CH:13][C:14]=1[S:15]([CH3:18])(=[O:17])=[O:16])[C:9](O)=[O:10].S(Cl)([Cl:22])=O.CN(C=O)C>C1(C)C=CC=CC=1>[CH3:1][O:2][CH2:3][CH2:4][O:5][C:6]1[C:7]([CH3:19])=[C:8]([CH:12]=[CH:13][C:14]=1[S:15]([CH3:18])(=[O:17])=[O:16])[C:9]([Cl:22])=[O:10]

Participants

Conditions

Temperature: 100 °C

Procedure

3-(2-Methoxyethoxy)-2-methyl-4-(methylsulfonyl)benzoic acid (100 g) and toluene (300 mL) were mixed, and thionyl chloride (47.5 g) and DMF (2.5 g) were added, followed by heating and stirring at 100° C. for 2 hours. After completion of the reaction, 180 mL of toluene was distilled off under reduced pressure to obtain a solution of 3-(2-methoxyethoxy)-2-methyl-4-(methylsulfonyl)benzoyl chloride.

Workup

temperatureby heating
distillationwas distilled off under reduced pressure

Sources & evidence

ORD record: ord-76bb08361f414ae1bac6777ec3398c82
Source dataset: uspto-grants-2013_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08466089B2

Reaction notes

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