Réaction #68783

Équation de réaction

Water

3-methanesulfonyloxy-azetidine-1-carboxylic acid tert-butyl ester

4-cyclopropylmethoxy-phenol

Cs2CO3

→

desired product

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

Solvants

DMF

Conditions de réaction

Traitement

1. 1
   Extractionthe mixture is extracted with ethyl acetate (2×)
2. 2
   LavageThe combined organic layers are washed with NaHCO3 solution
3. 3
   Séchageare dried over MgSO4
4. 4
   AutreThe solvent is evaporated
5. 5
   Autrethe residue is purified by column chromatography (silica gel; PE/ethyl acetate; gradient 9:1→8:2)

Mode opératoire

A mixture of 2.6 g (10.4 mmol) 3-methanesulfonyloxy-azetidine-1-carboxylic acid tert-butyl ester, 1.7 g (10.4 mmol) 4-cyclopropylmethoxy-phenol and 6.7 g (20.7 mmol) Cs2CO3 in 60 mL DMF is stirred for 12 h at 80° C. Water is added and the mixture is extracted with ethyl acetate (2×). The combined organic layers are washed with NaHCO3 solution and are dried over MgSO4. The solvent is evaporated and the residue is purified by column chromatography (silica gel; PE/ethyl acetate; gradient 9:1→8:2) to yield the desired product.

Source