Reaktionsgleichung
[C:1]([OH:7])(=[O:6])[CH2:2][CH2:3][C:4]#[CH:5].[CH3:8][C:9](O)([CH3:11])[CH3:10].C1(N=C=NC2CCCCC2)CCCCC1>CN(C)C1C=CN=CC=1.C(Cl)Cl>[C:1]([O:7][C:9]([CH3:11])([CH3:10])[CH3:8])(=[O:6])[CH2:2][CH2:3][C:4]#[CH:5]Komponenten
Versuchsvorschrift
Pent-4-ynoic acid (5.0 g, 51.0 mmol), 2-methylpropan-2-ol (7.56 g, 102.0 mmol) and 4-(dimethylamino)pyridine (0.31 g, 2.54 mmol) were dissolved in DCM (17.5 ml), a solution of dicyclohexylcarbodiimide (11.6 g, 56.2 mmol) in DCM (17.5 ml) was added and the mixture was stirred at room temperature overnight. The white solid in the reaction solution was removed by filtration, after which the filtrate was washed with a 0.5 M aqueous hydrochloric acid solution and a saturated aqueous sodium bicarbonate solution and dried over anhydrous magnesium sulfate. The residue obtained by filtration and concentration under reduced pressure was purified by silica gel column chromatography (DCM) to afford the title compound (Compound SP429) (7.15 g, 91.0%).
Aufarbeitung
- customThe white solid in the reaction solution was removed by filtration
- washafter which the filtrate was washed with a 0.5 M aqueous hydrochloric acid solution
- dry with materiala saturated aqueous sodium bicarbonate solution and dried over anhydrous magnesium sulfate
- customThe residue obtained by filtration and concentration under reduced pressure
- customwas purified by silica gel column chromatography (DCM)
Quellen und Nachweise
- ORD-Eintrag
- ord-5af35e94f05a440e8c6be544e402046b
- Quelldatensatz
- uspto-grants-2016_08
- Patentnummer
- US09409952B2
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