Triethylamine → 1,3-Benzodioxole, 5-(chloromethyl)-

HRID 17879

Reaktionsgleichung

Reaktionsgleichung von HRID 17879
[CH2:1](O)[C:2]1[CH:10]=[CH:9][C:8]2[O:7][CH2:6][O:5][C:4]=2[CH:3]=1.C(N(CC)CC)C.S(Cl)([Cl:21])=O>C1C=CC=CC=1>[Cl:21][CH2:1][C:2]1[CH:10]=[CH:9][C:8]2[O:7][CH2:6][O:5][C:4]=2[CH:3]=1

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 10322Piperonyl alcoholHCID 24386Thionyl Chloride

Produkt 1

HCID 887131,3-Benzodioxole, 5-(chloromethyl)-Ausbeute 100 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 241BenzeneLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

Piperonyl alcohol (10 g, 65.7 mmol) was dissolved in benzene. Triethylamine (11 ml, 78.8 mmol) and thionyl chloride (11 ml, 131.4 mmol) were added dropwise thereto and was stirred for 24 hours at 0° C. The reaction mixture was extracted with sodium bicarbonate and ethyl acetate, the organic layer was separated, and dried over anhydrous magnesium sulfate to obtain 5-chloromethyl benzo[1,3]dioxol (11.2 g, yield 100%).

Aufarbeitung

  1. extractionThe reaction mixture was extracted with sodium bicarbonate and ethyl acetate
  2. customthe organic layer was separated
  3. dry with materialdried over anhydrous magnesium sulfate

Quellen und Nachweise

ORD-Eintrag
ord-d083df6e630e4365a26adb042fc2f702
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07741323B2

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