Methanol → Methyl tricyclo[3.3.1.13,7]decane-2-carboxylate

HRID 336602

Reaktionsgleichung

Reaktionsgleichung von HRID 336602
[CH:1]12[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:9][CH:3]([CH2:4]3)[CH:2]1[C:11]([OH:13])=[O:12])[CH2:8]2.CO.[CH3:16][Si](C=[N+]=[N-])(C)C>C(OCC)(=O)C>[CH:3]12[CH2:9][CH:7]3[CH2:6][CH:5]([CH2:10][CH:1]([CH2:8]3)[CH:2]1[C:11]([O:13][CH3:16])=[O:12])[CH2:4]2

Komponenten

5

Edukt 3

HCID 887MethanolHCID 167693TrimethylsilyldiazomethaneHCID 3038022-Adamantanecarboxylic acid

Produkt 1

HCID 12600018Methyl tricyclo[3.3.1.13,7]decane-2-carboxylate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

To a solution of adamantane-2-carboxylic acid 1 (0.486 g, 2.70 mmol) in ethyl acetate (10 mL)/methanol (5 mL) was dropwise added (trimethylsilyl)diazomethane (1.348 ml, 2.70 mmol) and the mixture was stirred at room temperature for 14 hours. The reaction mixture was concentrated and purified by flash chromotography (silica 40 g, 0%-30% ethyl acetate/hexanes).

Aufarbeitung

  1. concentrationThe reaction mixture was concentrated
  2. custompurified by flash chromotography (silica 40 g, 0%-30% ethyl acetate/hexanes)

Quellen und Nachweise

ORD-Eintrag
ord-c789df7a103c489a92c5e6de38ea8c13
Quelldatensatz
uspto-grants-2014_11
Patentnummer
US08889675B2

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