Borane → HCID 69312023, Verbindung

HRID 1394054Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1394054
[Cl:1][C:2]1[CH:3]=[C:4]([CH:19]=[CH:20][C:21]=1[Cl:22])[O:5][CH:6]1[CH2:11][CH2:10][N:9]([C:12]([C@@H:14]([NH2:18])[CH:15]([CH3:17])[CH3:16])=O)[CH2:8][CH2:7]1.B>C1COCC1>[Cl:1][C:2]1[CH:3]=[C:4]([CH:19]=[CH:20][C:21]=1[Cl:22])[O:5][CH:6]1[CH2:7][CH2:8][N:9]([CH2:12][C@@H:14]([NH2:18])[CH:15]([CH3:16])[CH3:17])[CH2:10][CH2:11]1

Komponenten

4

Edukt 2

HCID 6331BoraneHCID 69312083HCID 69312083, Verbindung

Produkt 1

HCID 69312023HCID 69312023, VerbindungAusbeute 91,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

The product from Example 7, Step (b) (1.12 g) was dissolved in THF (10 ml) and borane [22.7 ml (1M in THF)] was added. The reaction was stirred for 2 hr and the solvents evaporated. The reaction was quenched slowly with MeOH followed by aqueous HCl (5 ml Concentrated HCl: 5 ml H2O). The MeOH was evaporated and NaOH (2M) added until pH 9 was reached. The product was extracted with ethyl acetate and the combined organic extracts were washed with saturated aqueous NaHCO3, dried, filtered and solvents evaporated to give the sub-title compound as an oil (0.98 g).

Aufarbeitung

  1. customthe solvents evaporated
  2. customThe reaction was quenched slowly with MeOH
  3. customThe MeOH was evaporated
  4. additionNaOH (2M) added until pH 9
  5. extractionThe product was extracted with ethyl acetate
  6. washthe combined organic extracts were washed with saturated aqueous NaHCO3
  7. customdried
  8. filtrationfiltered
  9. customsolvents evaporated

Quellen und Nachweise

ORD-Eintrag
ord-86592f066d544b6c8d112b8927e60242
Quelldatensatz
uspto-grants-2008_03
Patentnummer
US07348341B2

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