Toluene → 2-(1,3,5-Triethylphenyl)-2-oxoacetyl chloride
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
Reactant 3
Product 1
Reagents, catalysts & solvents 1
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 chlorine (6-b).
Workup
- additionwas added
- concentrationconcentrated under reduced pressure
Sources & evidence
- ORD record
- ord-da10d8d35cb84777b957f514f0fe7f74
- Source dataset
- uspto-grants-2015_05
- Patent number
- US09040709B2
Reaction notes
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