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

関与物質

役割	名称	HCID	仕込み量
反応物	Cesium carbonate	HCID 10796	—
反応物	Benzoic acid, 2-hydroxy-4-methyl-, methyl ester	HCID 78400	—
反応物	Benzenesulfonic acid, 3-nitro-, (2S)-2-oxiranylmethyl ester	HCID 146490	—
溶媒	Dimethylformamide	HCID 6228	—
生成物	Methyl 4-methyl-2-[(2S)-oxiran-2-ylmethoxy]benzoate	HCID 71655300	—

反応手順

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).

情報源と証拠

DOI	10.6084/m9.figshare.5104873.v1
特許番号	US07449475B2
出典データセット	uspto-grants-2008_11
ORD ID	ord-5da029fadcd84547a917c3e533b8f518
出典メモ	uspto-grants-2008_11