Acetic Anhydride → 2-(1,3-Benzodioxol-5-yl)ethyl acetate

HRID 1067642

Reaktionsgleichung

Reaktionsgleichung von HRID 1067642
[CH2:1]1[O:9][C:8]2[CH:7]=[CH:6][C:5]([CH:10](O)[CH3:11])=[CH:4][C:3]=2[O:2]1.[C:13]([O:16]C(=O)C)(=[O:15])[CH3:14]>N1C=CC=CC=1>[C:13]([O:16][CH2:11][CH2:10][C:5]1[CH:6]=[CH:7][C:8]2[O:9][CH2:1][O:2][C:3]=2[CH:4]=1)(=[O:15])[CH3:14]

Komponenten

4

Edukt 2

HCID 7918Acetic AnhydrideHCID 2218821-(1,3-Dioxaindan-5-yl)ethan-1-ol

Produkt 1

HCID 3030742-(1,3-Benzodioxol-5-yl)ethyl acetateAusbeute 81 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

To a stirred solution of 2-(3,4-methylenedioxy)phenyl-1-ethanol (1.68 g, 10 mmol) in dry pyridine was added acetic anhydride and the resultant reaction mixture was stirred at 80° C. for 1h. The reaction mixture was poured into ice-water and was extracted with ether (2×75 mL). The combined ether extract was washed with water (2×50 ml), 5% Hcl (2×50 mL) and then with 5% NaHCO3 (2×50 mL). The organic layer was dried over magnesium sulfate and the solvent was removed under reduced pressure to give 1-acetoxy-2-[(3,4-methylenedioxy)phenyl]ethane as a solid (1.7 g, 81% yield).

Aufarbeitung

  1. customthe resultant reaction mixture
  2. extractionwas extracted with ether (2×75 mL)
  3. extractionThe combined ether extract
  4. washwas washed with water (2×50 ml), 5% Hcl (2×50 mL)
  5. dry with materialThe organic layer was dried over magnesium sulfate
  6. customthe solvent was removed under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-1c172772a72947458b90c5416b1bae65
Quelldatensatz
uspto-grants-2001_06
Patentnummer
US06248767B1

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