Reaktion #357288

Reaktionsgleichung

(2S)-oxiran-2-ylmethyl 3-nitrobenzenesulfonate

methyl 2-hydroxy-4-methylbenzoate

Cs2CO3

→

subtitled compound

Methyl 4-methyl-2-[(2S)-oxiran-2-ylmethoxy]benzoate

Lösungsmittel

DMF

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe reaction mixture was partitioned between ethyl acetate and H2O
2. 2
   TrocknenThe organic layer was dried over Na2SO4
3. 3
   Filtrationfiltered
4. 4
   Einengenconcentrated
5. 5
   SonstigeThe residue was purified by silica gel flash chromatography (0-20% ethyl acetate in petroleum spirit)

Vorschrift

A mixture of (2S)-oxiran-2-ylmethyl 3-nitrobenzenesulfonate (777.7 mg, 3.0 mmol), methyl 2-hydroxy-4-methylbenzoate ((498.5 mg, 3.0 mmol) and Cs2CO3 (1.17 g, 3.6 mmol) in DMF (10 mL) was stirred at room temperature overnight. The reaction mixture was partitioned between ethyl acetate and H2O. The organic layer was dried over Na2SO4, filtered and concentrated. The residue was purified by silica gel flash chromatography (0-20% ethyl acetate in petroleum spirit) to give the subtitled compound (500 mg).

Quelle