1,3-Dichloroacetone → 4-(Chloromethyl)-2-(4-methoxyphenyl)-1,3-oxazole
Reaction equation
[Cl:1][CH2:2][C:3]([CH2:5]Cl)=O.[CH3:7][O:8][C:9]1[CH:17]=[CH:16][C:12]([C:13]([NH2:15])=[O:14])=[CH:11][CH:10]=1>C1(C)C=CC=CC=1>[Cl:1][CH2:2][C:3]1[N:15]=[C:13]([C:12]2[CH:16]=[CH:17][C:9]([O:8][CH3:7])=[CH:10][CH:11]=2)[O:14][CH:5]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 120 °C
Procedure
To a solution of 1,3 dichloroacetone (0.504 g, 3.90 mmol) in toluene (5 ml) was added 4-methoxy benzamide (0.30 g, 1.90 mmol). The reaction mixture was heated at 120° C. for 1 h. After the completion of the reaction mixture (TLC monitoring), the reaction mixture was evaporated to dryness under reduced pressure and the residue was purified over silica gel (230-400 M, 15% EtOAc-Hexane) to get the desired product (0.37 g, 83%).
Workup
- customAfter the completion of the reaction mixture (TLC monitoring), the reaction mixture was evaporated to dryness under reduced pressure
- customthe residue was purified over silica gel (230-400 M, 15% EtOAc-Hexane)
Sources & evidence
- ORD record
- ord-fce7f5375d004f57bd93a7655b1fede3
- Source dataset
- uspto-grants-2012_01
- Patent number
- US08088791B2
Reaction notes
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