Water → HCID 58238629, Verbindung

HRID 41327

Reaktionsgleichung

Reaktionsgleichung von HRID 41327
[CH3:1][O:2][C:3]1[CH:16]=[CH:15][CH:14]=[CH:13][C:4]=1/[N:5]=[CH:6]/[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.[Li][C:18]([CH3:21])([CH3:20])[CH3:19].O>C1COCC1.CCCCC>[CH3:19][C:18]([CH3:21])([CH3:20])[CH:6]([NH:5][C:4]1[CH:13]=[CH:14][CH:15]=[CH:16][C:3]=1[O:2][CH3:1])[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1

Komponenten

6

Edukt 3

HCID 962WaterHCID 178418306HCID 178418306, VerbindungHCID 178489586HCID 178489586, Verbindung

Produkt 1

HCID 58238629HCID 58238629, VerbindungAusbeute 93 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 8003PentaneLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
-80 °C

Versuchsvorschrift

To a solution of 1.27 g (6.00 mmol) of 9 in 40 mL of THF, 4.20 mL (6.30 mmol) of 1.5 M tBuLi in pentane was added with vigorous stirring at −80° C. The mixture was slowly warmed to room temperature, and then 2 mL of water was added. The resulting mixture was evaporated to dryness. The product was isolated by flash chromatography on silica gel 60 (40-63 um, eluent: from hexanes to hexanes-diethyl ether=40:1, vol.) to yield 1.50 g (93%) of B1.

Aufarbeitung

  1. temperatureThe mixture was slowly warmed to room temperature
  2. customThe resulting mixture was evaporated to dryness
  3. customThe product was isolated by flash chromatography on silica gel 60 (40-63 um, eluent: from hexanes to hexanes-diethyl ether=40:1, vol.)

Quellen und Nachweise

ORD-Eintrag
ord-ab640f051e334e1a82ee542ac64a9fd8
Quelldatensatz
uspto-grants-2013_09
Patentnummer
US08530593B2

Verknüpfte Notizen

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