Methylamine → 4-(4-Chlorophenoxy)-alpha-phenoxypropionic acid methyl amide
Reaction equation
[Cl:1][C:2]1[CH:20]=[CH:19][C:5]([O:6][C:7]2[CH:18]=[CH:17][C:10]([O:11][CH:12]([CH3:16])[C:13](Cl)=[O:14])=[CH:9][CH:8]=2)=[CH:4][CH:3]=1.ClC1C=CC(OC2C=CC(OC(C)C(O)=O)=CC=2)=CC=1.S(Cl)(Cl)=O.[CH3:45][NH2:46]>C1C=CC=CC=1>[CH3:45][NH:46][C:13](=[O:14])[CH:12]([O:11][C:10]1[CH:17]=[CH:18][C:7]([O:6][C:5]2[CH:19]=[CH:20][C:2]([Cl:1])=[CH:3][CH:4]=2)=[CH:8][CH:9]=1)[CH3:16]Participants
6
Conditions
- Temperature
- 30 °C
Procedure
32 Grams of 4-(4-chlorophenoxy)-α-phenoxy-propionic acid chloride, prepared from 4-(4-chlorophenoxy)-α-phenoxypropionic acid (Example 5) and thionyl chloride, were dissolved in 150 ml of benzene and 7 grams of methyl amine were introduced at 15°C into the solution obtained. To complete the reaction the solution was stirred for 1 hour at 30°C, the precipitate formed was filtered off with suction, the benzenic solution was washed with water, dried over Na2SO4 and concentrated. The isolated crystals were recrystallized from petroleum ether. 28 Grams of 4-(4-chlorophenoxy)-α-phenoxypropionic acid methyl amide melting at 117° - 118°C were obtained. ##SPC6##
Workup
- customobtained
- customthe reaction the solution
- customthe precipitate formed
- filtrationwas filtered off with suction
- washthe benzenic solution was washed with water
- dry with materialdried over Na2SO4
- concentrationconcentrated
- customThe isolated crystals were recrystallized from petroleum ether
Sources & evidence
- ORD record
- ord-fa0af7695faf46469d91ee55cf86e874
- Source dataset
- uspto-grants-1976_05
- Patent number
- US03954442
Reaction notes
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