Dichloromethane → Methyl (S)-3-benzyloxyheptanoate
Reaktionsgleichung
C(Cl)Cl.ClC(Cl)(Cl)C(=N)O[CH2:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.[OH:18][C@@H:19]([CH2:25][CH2:26][CH2:27][CH3:28])[CH2:20][C:21]([O:23][CH3:24])=[O:22].FC(F)(F)S(O)(=O)=O>C1CCCCC1>[CH2:8]([O:18][C@@H:19]([CH2:25][CH2:26][CH2:27][CH3:28])[CH2:20][C:21]([O:23][CH3:24])=[O:22])[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1Komponenten
6
Edukt 4
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Reaktionsbedingungen
- Temperatur
- 22.5 °C
Versuchsvorschrift
In a 2 flask were charged 275 ml of methylene chloride, 550 ml of cyclohexane, 140 g of benzyl trichloroacetoimidate, and 75 g of methyl (S)-3-hydroxyheptanoate (compound (37), R1 =ethyl), and 6 ml of trifluoromethanesulfonic acid was added thereto over 5 minutes while maintaining at 20 to 25° C., followed by allowing the mixture to react at 35 to 40° C. for 5 hours. The by-produced salt was removed by filtration, and the filtrate was washed with a sodium hydrogencarbonate aqueous solution. The solvent was removed by distillation under reduced pressure, and the residue was distilled under reduced pressure to obtain 99.0 g (78.7%) of the titled compound (b.p.: 105-108° C./0.1 mmHg).
Aufarbeitung
- additionwas added
- customto react at 35 to 40° C. for 5 hours
- customThe by-produced salt was removed by filtration
- washthe filtrate was washed with a sodium hydrogencarbonate aqueous solution
- customThe solvent was removed by distillation under reduced pressure
- distillationthe residue was distilled under reduced pressure
Quellen und Nachweise
- ORD-Eintrag
- ord-cee57e8f3499411293a8ad1a3faa20a4
- Quelldatensatz
- uspto-grants-2000_07
- Patentnummer
- US06093345
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