Ethyl Acetate → 5-(2,2-Difluoro-ethoxy)-7-methoxy-2-(4-trifluoromethoxy-benzyl)-2,3-dihydro-isoindol-1-one

関与物質

役割	名称	HCID	仕込み量
反応物	Ethyl Acetate	HCID 8857	—
反応物	Sodium methanolate methanol	HCID 23694274	—
反応物	5-(2,2-Difluoro-ethoxy)-7-chloro-2-(4-trifluoromethoxy-benzyl)-2,3-dihydro-isoindol-1-one	HCID 86635676	—
溶媒	Methanol	HCID 887	—
溶媒	Hexane	HCID 8058	—
生成物	5-(2,2-Difluoro-ethoxy)-7-methoxy-2-(4-trifluoromethoxy-benzyl)-2,3-dihydro-isoindol-1-one	HCID 86635678	51%

反応条件

温度	100 °C

反応手順

A mixture of 7-chloro-5-(2,2-Difluoro-ethoxy)-2-(4-trifluoromethoxy-benzyl)-2,3-dihydro-isoindol-1-one (0.057 g, 0.14 mmol), and 30% sodium methoxide-methanol (0.12 mL) in methanol (4 mL) was stirred at 100° C. for 1 h. Workup and silica gel column chromatography using 30% ethyl acetate in hexane afforded 5-(2,2-Difluoro-ethoxy)-7-methoxy-2-(4-trifluoromethoxy-benzyl)-2,3-dihydro-isoindol-1-one (0.030 g, 51%). 1H NMR (300 MHz, CDCl3): δ (ppm) 3.96 (s, 3H), 4.22 (m, 4H), 4.73 (s, 2H), 5.94-6.32 (m, 1H), 6.45 (d, 2H), 7.17 (d, 2H), 7.35 (d, 2H). GC-MS: m/z 417 (M)+, 399 (M−18)+.

情報源と証拠

DOI	10.6084/m9.figshare.5104873.v1
特許番号	US07968570B2
出典データセット	uspto-grants-2011_06
ORD ID	ord-e9d29baeaaed4db79bc5919ce91c8360
出典メモ	uspto-grants-2011_06