反応 #96130

反応方程式

diphenylmethyl α-[3-phenoxymethyl-7-oxo-2,6-diaza-4-thiabicyclo[3,2,0]hept-2-en-6-yl]-α-(2-chloro-1-hydroxyethylidene)acetate

methanol

hydrochloric acid

→

diphenylmethyl 7-phenoxyacetamido-3-hydroxy-3-cephem-4-carboxylate

溶媒

tetrahydrofuran

反応条件

後処理

1. 1
   抽出is extracted with methylene chloride
2. 2
   洗浄The extract solution is washed with 5% aqueous sodium hydrogen carbonate solution and water
3. 3
   乾燥dried over sodium sulfate
4. 4
   その他evaporated
5. 5
   その他Purification of the obtained residue by thin-layer chromatography
6. 6
   workup.ADDITIONa mixture of benzene and ethyl acetate (3:2)

実験手順

To an ice cooled solution of diphenylmethyl α-[3-phenoxymethyl-7-oxo-2,6-diaza-4-thiabicyclo[3,2,0]hept-2-en-6-yl]-α-(2-chloro-1-hydroxyethylidene)acetate (36 mg) in a mixture of methanol and tetrahydrofuran (1:1) (1.1 ml) is added 1 N-hydrochloric acid (0.39 ml), warmed to the room temperature, and the mixture is stirred for 1.5 hours. The reaction mixture is poured into ice water, and is extracted with methylene chloride. The extract solution is washed with 5% aqueous sodium hydrogen carbonate solution and water, dried over sodium sulfate, and evaporated. Purification of the obtained residue by thin-layer chromatography using a mixture of benzene and ethyl acetate (3:2) gives diphenylmethyl 7-phenoxyacetamido-3-hydroxy-3-cephem-4-carboxylate (6 mg). m.p. 125°-126° C.

出典