Dimethylformamide → HCID 86696920, Verbindung

HRID 880050Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 880050
[C:1]1([N:7]2[C:12](=[O:13])[NH:11][C:10](=[O:14])[C:9]([C:15]#[N:16])=[N:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:17]N(C=O)C.[H-].[Na+].Br[CH2:25][CH:26]=[CH2:27]>O>[C:1]1([N:7]2[C:12](=[O:13])[N:11]([CH2:27][CH2:26][CH2:25][CH3:17])[C:10](=[O:14])[C:9]([C:15]#[N:16])=[N:8]2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Komponenten

6

Edukt 4

HCID 6228DimethylformamideHCID 7841Allyl bromideHCID 24758Sodium hydrideHCID 563387HCID 563387, Verbindung

Produkt 1

HCID 86696920HCID 86696920, VerbindungAusbeute 82 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

Intermediate c (9 g, 0.042 mol) was added to DMF (80 mL) under an ice bath. To the mixture was added NaH (1.3 g, 0.054 mol) in batch under an ice bath. After stirring for 30 min, 3-bromopropylene (2.9 mL, 0.042 mol) was added dropwise. After the dropwise addition, the reaction was conducted at 50° C. for 4 h. After completion of the reaction, the reaction solution was poured into water (300 mL). A great deal of solid separated out and was filtered by suction. The filtered cake was washed with water and dried to produce Intermediate f (7.9 g) in a yield of 82%.

Aufarbeitung

  1. additionAfter the dropwise addition
  2. waitthe reaction was conducted at 50° C. for 4 h
  3. customAfter completion of the reaction
  4. customA great deal of solid separated out
  5. filtrationwas filtered by suction
  6. washThe filtered cake was washed with water
  7. customdried

Quellen und Nachweise

ORD-Eintrag
ord-9a89bdaf4e8542b5b1cd75d5b8e74fe1
Quelldatensatz
uspto-grants-2015_03
Patentnummer
US08993566B2

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