Water → HCID 13904740, compound
Reaction equation
[OH:1][C:2]1[CH:3]=[C:4]([CH2:8][CH:9]([N:16]2[CH2:21][CH2:20][NH:19][CH2:18][CH2:17]2)[C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH:5]=[CH:6][CH:7]=1.O.C(=O)([O-])[O-].[K+].[K+].[CH3:29][C:30]([CH3:35])=[CH:31][C:32](Cl)=[O:33]>CO>[CH3:29][C:30]([CH3:35])=[CH:31][C:32]([N:19]1[CH2:18][CH2:17][N:16]([CH:9]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH2:8][C:4]2[CH:5]=[CH:6][CH:7]=[C:2]([OH:1])[CH:3]=2)[CH2:21][CH2:20]1)=[O:33]Participants
6
Procedure
In methanol (300 ml) is dissolved dl-N-[2-(3-hydroxyphenyl)-1-phenylethyl]piperazine (3.5 g) and thereto are added water (6 ml) and potassium carbonate (3.3 g). To the mixture is further added dropwise with stirring 3,3-dimethylacryloyl chloride (1.9 g) over a period of about 1 hour. The mixture is stirred at room temperature for 2 hours, and then the solvent is distilled off under reduced pressure. To the residue is added a 10% sodium carbonate aqueous solution and the mixture is extracted with chloroform. The chloroform layer is dried over anhydrous sodium sulfate, and the solvent is distilled off to give the desired compound (3.6 g), which is recrystallized from methanol to give coloress crystals, melting point: 186°-187° C.
Workup
- distillationthe solvent is distilled off under reduced pressure
- additionTo the residue is added a 10% sodium carbonate aqueous solution
- extractionthe mixture is extracted with chloroform
- dry with materialThe chloroform layer is dried over anhydrous sodium sulfate
- distillationthe solvent is distilled off
Sources & evidence
- ORD record
- ord-1ee0e6f523f746f2ba4aa719a80707ae
- Source dataset
- uspto-grants-1978_03
- Patent number
- US04080453
Reaction notes
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