[4-(2-Furyl)phenyl]methanol → 4-(furan-2-yl)benzyl 4-methyl-2-oxo-2H-chromen-7-ylcarbamate

HRID 2061378Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2061378
[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]1[CH:11]=[CH:10][C:9]([CH2:12][OH:13])=[CH:8][CH:7]=1.[N:14]([C:17]1[CH:26]=[C:25]2[C:20]([C:21]([CH3:28])=[CH:22][C:23](=[O:27])[O:24]2)=[CH:19][CH:18]=1)=[C:15]=[O:16]>C1COCC1>[CH3:28][C:21]1[C:20]2[C:25](=[CH:26][C:17]([NH:14][C:15](=[O:16])[O:13][CH2:12][C:9]3[CH:10]=[CH:11][C:6]([C:2]4[O:1][CH:5]=[CH:4][CH:3]=4)=[CH:7][CH:8]=3)=[CH:18][CH:19]=2)[O:24][C:23](=[O:27])[CH:22]=1

Komponenten

4

Edukt 2

HCID 7537506[4-(2-Furyl)phenyl]methanolHCID 583781007-isocyanato-4-methyl-2H-chromen-2-one

Produkt 1

HCID 596031594-(furan-2-yl)benzyl 4-methyl-2-oxo-2H-chromen-7-ylcarbamateAusbeute 9,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

(4-(Furan-2-yl)phenyl)methanol (100 mg, 0.57 mmol) and 76 (139 mg, 0.69 mmol) were dissolved in THF (10 mL). The resulting mixture was stirred at room temperature for 15 min and then at 80° C. for 1 h. THF was evaporated off in vacuo. The residue was adsorbed on silica and purified by flash chromatography, eluting with CH2Cl2/EtOAc (1:1) to give the target compound (20 mg, 9%) as a white solid. m/z=376.11 (M+H), 751.22 (2M+H).

Aufarbeitung

  1. waitat 80° C. for 1 h
  2. customTHF was evaporated off in vacuo
  3. custompurified by flash chromatography
  4. washeluting with CH2Cl2/EtOAc (1:1)

Quellen und Nachweise

ORD-Eintrag
ord-73ebde5eabfd4b04ab0a7288ffa45a99
Quelldatensatz
uspto-grants-2012_10
Patentnummer
US08283340B2

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