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

HRID 588679

Reaktionsgleichung

Reaktionsgleichung von HRID 588679
[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-a6b5f921f65d421298968a9096472616
Quelldatensatz
uspto-grants-2016_01
Patentnummer
US09227963B2

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