Sodium methanethiolate → HCID 68980262, Verbindung

HRID 1783726Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1783726
[CH3:1][S-:2].[Na+].[Br:4][C:5]1[C:14]2[C:9](=[CH:10][C:11]([CH2:15]Br)=[CH:12][CH:13]=2)[C:8](=[O:17])[N:7]([CH:18]([CH3:20])[CH3:19])[N:6]=1>C1COCC1>[Br:4][C:5]1[C:14]2[C:9](=[CH:10][C:11]([CH2:15][S:2][CH3:1])=[CH:12][CH:13]=2)[C:8](=[O:17])[N:7]([CH:18]([CH3:20])[CH3:19])[N:6]=1

Komponenten

4

Edukt 2

HCID 4378561Sodium methanethiolateHCID 211065684-Bromo-7-bromomethyl-2-isopropyl-2H-phthalazin-1-one

Produkt 1

HCID 68980262HCID 68980262, VerbindungAusbeute 79,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel2×

Versuchsvorschrift

Sodium methanethiolate (0.23 g, 3.33 mmol) was dissolved in THF (1 ml) and added dropwise to a solution of 4-bromo-7-bromomethyl-2-isopropyl-2H-phthalazin-1-one (0.4 g, 1.11 mmol) in THF (10 ml). The mixture was stirred at RT for 3 hours whereupon LC-MS indicated complete consumption of starting material. The reaction mixture was diluted with water (20 ml) and extracted with EtOAc (50 ml). The organic layer was separated, dried (MgSO4), filtered and concentrated under vacuum. The residue was subjected to flash column chromatography (elution: 80% heptane, 20% EtOAc) to give the title compound (0.29 g, 79% yield) as a white solid.

Aufarbeitung

  1. customconsumption of starting material
  2. additionThe reaction mixture was diluted with water (20 ml)
  3. extractionextracted with EtOAc (50 ml)
  4. customThe organic layer was separated
  5. dry with materialdried (MgSO4)
  6. filtrationfiltered
  7. concentrationconcentrated under vacuum
  8. washThe residue was subjected to flash column chromatography (elution: 80% heptane, 20% EtOAc)

Quellen und Nachweise

ORD-Eintrag
ord-84790ff519744daea89f8d0679fadac8
Quelldatensatz
uspto-grants-2009_03
Patentnummer
US07501410B2

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