Reaktion #68784

Reaktionsgleichung

3-(4-cyclopropylmethoxy-phenoxy)-azetidine-1-carboxylic acid tert-butyl ester

HCl

NaOH

→

desired product

3-(4-Cyclopropylmethoxy-phenoxy)-azetidine

Lösungsmittel

1,4-dioxane

dioxane

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionis slightly basic followed by extraction with DCM (2×)
2. 2
   WaschenThe combined organic layers are washed
3. 3
   Trocknendried over MgSO4
4. 4
   SonstigeThe solvent is evaporated
5. 5
   Sonstigethe residue is purified by column chromatography (silica gel; DCM/MeOH; gradient 9:1→7:3)

Vorschrift

To 1.7 g (5.32 mmol) 3-(4-cyclopropylmethoxy-phenoxy)-azetidine-1-carboxylic acid tert-butyl ester in 15 mL 1,4-dioxane is added 12.8 mL (16.0 mmol) HCl in dioxane (1.25 mol/L) and the mixture is stirred for 2 h at rt. 1 N NaOH solution is added until the mixture is slightly basic followed by extraction with DCM (2×). The combined organic layers are washed and dried over MgSO4. The solvent is evaporated and the residue is purified by column chromatography (silica gel; DCM/MeOH; gradient 9:1→7:3) to yield the desired product.

Quelle