1,1'-Carbonyldiimidazole → (Benzo[d][1,3]dioxol-4-yl)methyl 1h-imidazole-1-carboxylate

HRID 2062151Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2062151
[O:1]1[C:5]2[C:6]([CH2:10][OH:11])=[CH:7][CH:8]=[CH:9][C:4]=2[O:3][CH2:2]1.[N:12]1([C:17](N2C=CN=C2)=[O:18])[CH:16]=[CH:15][N:14]=[CH:13]1>C(Cl)Cl>[N:12]1([C:17]([O:11][CH2:10][C:6]2[C:5]3[O:1][CH2:2][O:3][C:4]=3[CH:9]=[CH:8][CH:7]=2)=[O:18])[CH:16]=[CH:15][N:14]=[CH:13]1

Komponenten

4

Edukt 2

HCID 682631,1'-CarbonyldiimidazoleHCID 2776187(1,3-Dioxaindan-4-yl)methanol

Produkt 1

HCID 58010871(Benzo[d][1,3]dioxol-4-yl)methyl 1h-imidazole-1-carboxylateAusbeute 86,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

A solution of (benzo[d][1,3]dioxol-7-yl)methanol (2 g, 13.14 mmol) and di(1H-imidazol-1-yl)methanone (4.26 g, 26.28 mmol) in 20 mL CH2Cl2 was heated overnight at 50° C. The reaction was quenched with water, extracted with CH2Cl2, dried over Na2SO4, filtered, and concentrated. Purification via silica gel chromatography using 10-70% EtOAc in CH2Cl2 gave (benzo[d][1,3]dioxol-7-yl)methyl 1H-imidazole-1-carboxylate (2.8 g, 86%).

Aufarbeitung

  1. customThe reaction was quenched with water
  2. extractionextracted with CH2Cl2
  3. dry with materialdried over Na2SO4
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customPurification via silica gel chromatography

Quellen und Nachweise

ORD-Eintrag
ord-52b0c7ee73a14b85a0f33982618ddcab
Quelldatensatz
uspto-grants-2012_10
Patentnummer
US08283354B2

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