Toluene → 2-(1,3,5-Triethylphenyl)-2-oxoacetyl chloride

HRID 335432Notes

Reaction equation

HRID 335432 reaction equation
[CH2:1]([C:3]1([C:13](=[O:17])[C:14](O)=[O:15])[CH:8]=[C:7]([CH2:9][CH3:10])[CH:6]=[C:5]([CH2:11][CH3:12])[CH2:4]1)[CH3:2].C1(C)C=CC=CC=1.S(Cl)([Cl:27])=O>CN(C)C=O>[CH2:1]([C:3]1([C:13](=[O:17])[C:14]([Cl:27])=[O:15])[CH:8]=[C:7]([CH2:9][CH3:10])[CH:6]=[C:5]([CH2:11][CH3:12])[CH2:4]1)[CH3:2]

Participants

5

Conditions

Temperature
50 °C

Procedure

To a 3 L volume four-necked flask, 2-(1,3,5-triethylphenyl)-2-oxoacetic acid (8-b) (214.8 g), toluene (anhydrous) (740 ml), and dimethylformamide (anhydrous) (22.8 ml) were added under a nitrogen atmosphere. After the temperature was raised to about 50° C., thionyl chloride (131 g) was added. The resulting mixture was stirred at 50° C. for 2 hours, and concentrated under reduced pressure to give 204.5 g of 2-(1,3,5-triethylphenyl)-2-oxoacetyl chloride (6-b).

Workup

  1. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-4812d7826105441b8bc7e8f2453d72ab
Source dataset
uspto-grants-2014_11
Patent number
US08884010B2

Reaction notes

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