1H-Isoindole-1,3(2H)-dione, 2-(bromomethyl)- → Methyl 3-(1,3-dioxoisoindolin-2-yl)-2-(thiophen-3-yl)propanoate

関与物質

役割	名称	HCID	仕込み量
反応物	1H-Isoindole-1,3(2H)-dione, 2-(bromomethyl)-	HCID 79244	—
反応物	Methyl 3-thienylacetate	HCID 94041	—
反応物	Sodium Bicarbonate	HCID 516892	—
反応物	Lithium Hexamethyldisilazide	HCID 2733832	—
溶媒	Tetrahydrofuran	HCID 8028	—
生成物	Methyl 3-(1,3-dioxoisoindolin-2-yl)-2-(thiophen-3-yl)propanoate	HCID 59161752	—

反応条件

温度	-78 °C

反応手順

To pure methyl 2-(thiophen-3-yl)acetate (E41) in THF cooled to −78° C. was added LiHMDS, and the solution stirred at −78° C. for 30 min. Then N-(bromomethyl)phthalimide was added directly, and the solution was allowed to warm to 0° C. The mixture was poured into NaHCO3 (sat), extracted with EtOAc, dried (Na2SO4), filtered, and evaporated. Column chromatography (SiO2, 0-40% EtOAc/Hex) gave pure methyl 3-(1,3-dioxoisoindolin-2-yl)-2-(thiophen-3-yl)propanoate (E45).

情報源と証拠

DOI	10.6084/m9.figshare.5104873.v1
特許番号	US09096569B2
出典データセット	uspto-grants-2015_08
ORD ID	ord-6734d85abea24a72aefaa20fef2dac69
出典メモ	uspto-grants-2015_08