Cesium carbonate → N-{5-Chloro-2-[(2S)-oxiran-2-ylmethoxy]phenyl}acetamide

関与物質

役割	名称	HCID	仕込み量
反応物	Cesium carbonate	HCID 10796	—
反応物	2-Acetylamino-4-chlorophenol	HCID 95258	—
反応物	Benzenesulfonic acid, 3-nitro-, (2S)-2-oxiranylmethyl ester	HCID 146490	—
溶媒	Dimethylformamide	HCID 6228	—
生成物	N-{5-Chloro-2-[(2S)-oxiran-2-ylmethoxy]phenyl}acetamide	HCID 86601480	92.3%

反応手順

A mixture of N-(5-chloro-2-hydroxyphenyl)acetamide (500 mg, 2.69 mmol), (2S)-oxiran-2-ylmethyl3-nitrobenzenesulfonate (697 mg, 2.69 mmol) and Cs2CO3 (1.04 g, 3.22 mmol) in DMF (10 mL) was stirred at room temperature overnight. The reaction mixture was partitioned between ethyl acetate and water. The organic layer was dried over Na2SO4, filtered and concentrated. The residue was purified by silica gel flash chromatography (0-50% ethyl acetate in petroleum ether) to give the subtitled compound (600 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-ba1e445f47844faaa2ea1eba40902c38
出典メモ	uspto-grants-2008_11