Trimethylsilyldiazomethane → HCID 67080255, Verbindung

HRID 1047994Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1047994
[F:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]([C:14]([OH:16])=[O:15])[CH2:7][C:8]([CH3:13])([CH3:12])[O:9]2)=[CH:4][CH:3]=1.[Si](C=[N+]=[N-])(C)(C)[CH3:18]>C(Cl)Cl.CO>[F:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]([C:14]([O:16][CH3:18])=[O:15])[CH2:7][C:8]([CH3:13])([CH3:12])[O:9]2)=[CH:4][CH:3]=1

Komponenten

5

Edukt 2

HCID 167693TrimethylsilyldiazomethaneHCID 670803947-fluoro-2,2-dimethyl-3,4-dihydro-2H-chromene-4-carboxylic acid

Produkt 1

HCID 67080255HCID 67080255, VerbindungAusbeute 75,6 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To 7-fluoro-2,2-dimethyl-3,4-dihydro-2H-chromene-4-carboxylic acid (0.280 g, 1.25 mmol) in CH2Cl2 (5 mL) and MeOH (1 mL) was added TMSCHN2 (0.937 mL, 1.87 mmol) dropwise. After the addition, the reaction was concentrated, loaded onto silica gel, and the product eluted using a gradient of 5% ethyl acetate/hexanes to 40% ethyl acetate/hexanes to provide the title compound (0.225 g, 75.6% yield).

Aufarbeitung

  1. additionAfter the addition
  2. concentrationthe reaction was concentrated
  3. washthe product eluted

Quellen und Nachweise

ORD-Eintrag
ord-1044b212270e44d3be31a06de9b15704
Quelldatensatz
uspto-grants-2013_10
Patentnummer
US08569522B2

Notizen zur Reaktion

Wird geladen…