Methanesulfonic Acid → 5-(Diisopropoxymethyl)-2-methylpyrimidine

HRID 512199

Reaktionsgleichung

Reaktionsgleichung von HRID 512199
[CH3:1][C:2]1[N:7]=[CH:6][C:5](C=O)=[CH:4][N:3]=1.C(O[CH:14]([O:19][CH:20]([CH3:22])[CH3:21])[O:15][CH:16]([CH3:18])[CH3:17])(C)C.CS(O)(=O)=O.C(=O)([O-])[O-].[K+].[K+]>C(O)(C)C>[CH:20]([O:19][CH:14]([O:15][CH:16]([CH3:17])[CH3:18])[C:5]1[CH:4]=[N:3][C:2]([CH3:1])=[N:7][CH:6]=1)([CH3:21])[CH3:22]

Komponenten

6

Edukt 4

HCID 6395Methanesulfonic AcidHCID 11430Potassium CarbonateHCID 78191Propane, 2,2',2''-[methylidynetris(oxy)]tris-HCID 31609702-Methylpyrimidine-5-carbaldehyde

Produkt 1

HCID 867162275-(Diisopropoxymethyl)-2-methylpyrimidineAusbeute 29,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3776IsopropanolLösungsmittel

Versuchsvorschrift

To a mixture of 2-methylpyrimidine-5-carbaldehyde (1.0 g, 8.2 mmol) and triisopropoxymethane (2.3 g, 12 mmol) in isopropanol (15 ml) was added methanesulfonic acid (0.079 g, 0.053 ml, 0.819 mmol). The reaction was stirred at room temperature for 23 hours. Potassium carbonate (1.132 g, 8.19 mmol) was added and the mixture was filtered and the solution was concentrated in vacuo. The crude mixture was purified by flash chromatography to yield 5-(diisopropoxymethyl)-2-methylpyrimidine (536 mg, 29%)

Aufarbeitung

  1. filtrationthe mixture was filtered
  2. concentrationthe solution was concentrated in vacuo
  3. customThe crude mixture was purified by flash chromatography

Quellen und Nachweise

ORD-Eintrag
ord-4fe02f5b96f2459190c5311e99599d9b
Quelldatensatz
uspto-grants-2015_08
Patentnummer
US09102591B2

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