3-Fluoro-4-methylaniline → (RS)-4-(tert-Butyl-dimethyl-silanyloxy)-1-(3-fluoro-4-methyl-phenylamino)-butan-2-ol

関与物質

役割	名称	HCID	仕込み量
反応物	3-Fluoro-4-methylaniline	HCID 9957	—
反応物	(R)-tert-butyldimethyl(2-(oxiran-2-yl)ethoxy)silane	HCID 11030897	—
溶媒	Acetonitrile	HCID 6342	—
生成物	(RS)-4-(tert-Butyl-dimethyl-silanyloxy)-1-(3-fluoro-4-methyl-phenylamino)-butan-2-ol	HCID 66954684	93.2%

反応条件

温度	50 °C

反応手順

To a solution of (RS)-tert-butyl-dimethyl-(2-oxiranyl-ethoxy)-silane (4.4 g, 200 mmol; prepared as in J. Org. Chem. (2008), 73, 1093) in MeCN (60 mL) was added LiClO4 (6.31 g, 3 eq.). 3-fluoro-4-methylaniline (commercial; 2.28 g, 0.92 eq.) was added and the mixture was stirred at 50° C. for 5 h. The solvent was removed under reduced pressure and the residue was purified by CC (DCM/MeOH/NH4OH 1000:25:2) to afford the title intermediate as a brown oil (5.56 g, 86% yield).

情報源と証拠

DOI	10.6084/m9.figshare.5104873.v1
特許番号	US09346804B2
出典データセット	uspto-grants-2016_05
ORD ID	ord-67b156c311ce49a3ba76b8e47ddece6f
出典メモ	uspto-grants-2016_05