Chlorosuccinimide → Chloromethyl p-Tolyl Sulfide
Reaktionsgleichung
[C:1]1([CH3:9])[CH:6]=[CH:5][C:4]([S:7][CH3:8])=[CH:3][CH:2]=1.[Cl:10]N1C(=O)CCC1=O>ClC1C=CC=CC=1>[Cl:10][CH2:8][S:7][C:4]1[CH:5]=[CH:6][C:1]([CH3:9])=[CH:2][CH:3]=1Komponenten
4
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
Methyl p-tolyl sulfide (75 g, 542.27 mmol) was diluted in chorobenzene (452 mL). N-Chloro Succinimide (NCS) (76.07 g, 1.05 eq) was added in small portions maintaining the temperature between 35° C. and 45° C., under an argon atmosphere. The reaction mixture was stirred at the same temperature range until the reaction was complete. After that time, the solution turned into a suspension. The suspension formed was filtered and the solid was washed with chlorobenzene (50 ml). The filtrate was washed with water (3×225 mL). The resulting organic phase was dried with magnesium sulfate and concentrated. The crude product was purified by distillation to give 102.68 g (100%) of the desired product as yellow oil (bp: 96° C. at 40 Pa).
Aufarbeitung
- temperaturemaintaining the temperature between 35° C. and 45° C.
- customThe suspension formed
- filtrationwas filtered
- washthe solid was washed with chlorobenzene (50 ml)
- washThe filtrate was washed with water (3×225 mL)
- dry with materialThe resulting organic phase was dried with magnesium sulfate
- concentrationconcentrated
- distillationThe crude product was purified by distillation
Quellen und Nachweise
- ORD-Eintrag
- ord-146314b5fd1e4cc696b469254fe898b2
- Quelldatensatz
- uspto-grants-2016_06
- Patentnummer
- US09359294B2
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