trans-beta-METHYLSTYRENE → HCID 178455876, Verbindung

HRID 962300

Reaktionsgleichung

Reaktionsgleichung von HRID 962300
C/C=C/c1ccccc1.CC(C)(C)C(=O)ON(Cc1ccccc1)Cc1ccccc1>C1CCOC1.CC(=O)[O-].CC(=O)[O-].CO[Si](C)OC.COc1c(C(C)(C)C)cc(P(c2cc(C(C)(C)C)c(OC)c(C(C)(C)C)c2)c2ccc3c(c2-c2c(P(c4cc(C(C)(C)C)c(OC)c(C(C)(C)C)c4)c4cc(C(C)(C)C)c(OC)c(C(C)(C)C)c4)ccc4c2OCO4)OCO3)cc1C(C)(C)C.[Cu+2].c1ccc(P(c2ccccc2)c2ccccc2)cc1>CC[C@H](c1ccccc1)N(Cc1ccccc1)Cc1ccccc1

Komponenten

8

Reaktionsbedingungen

Temperatur
23 °C
Sonstiges
After dropwise addition of dimethoxy(methyl)- silane into reaction mixture in water bath, the vessel was removed and allowed to stir for an additional 12 hours

Aufarbeitung

  1. additionKeine Vorschrift aufgezeichnet
  2. additionKeine Vorschrift aufgezeichnet
  3. additionKeine Vorschrift aufgezeichnet
  4. additionKeine Vorschrift aufgezeichnet
  5. extraction3 x 50 mL ethyl acetate extraction · organic-Phase beibehalten
  6. concentrationrotary evaporator (35 degC, 50 mmHg)
  7. flash chromatographyThe crude reaction mixture is dissolved in a minimal quantity of benzene or toluene and is loaded onto a column, with interior diameter of roughly 2 inches, packed with silica (200 g, SiliCycle, F60/230-400 mesh) and equilibrated with hexanes. The column is eluted under air pressure with hexanes (500 mL), then 1% ethyl acetate in hexanes (1 L), then 2% ethyl acetate in hexanes (1 L). During elution, fractions are collected in test tubes (roughly 28 mL each), and the desired product typically elutes around fractions 18 through 66. The fractions that contain the productare combined
  8. concentrationrotary evaporator (30 degC, 80 mmHg)

Quellen und Nachweise

ORD-Eintrag
ord-7b927700e3414788865b46a4d4b18c44
Quelldatensatz
Copper-Catalyzed Enantioselective Hydroamination of Alkenes
Originallink
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