4-(Trifluoromethyl)benzylamine → Ethyl 2-methyl-2-[2-methyl-4-({[4-(trifluoromethyl) benzyl]amino}methyl)phenoxy]propanoate

To a solution of ethyl 2-(4-formyl-2-methylphenoxy)-2-methylpropanoate (0.563 g, 2.25 mmol) in CH2Cl2 (10 mL) under nitrogen at room temperature, was added 4-trifluoromethylbenzyl amine (0.34 mL, 2.37 mmol). The resulting solution was stirred for 30 minutes prior to addition of sodium triacetoxyborohydride (0.668 g, 3.15 mmol). After 18 h stirring the reaction mixture was quenched by cautious addition of sat. sodium bicarbonate aq. (30 mL) and extracted CH2Cl2 (2×50 mL). The organic solution was dried (MgSO4) and the solvent removed in vacuo. Purification by SPE (Silica, 20 g) eluting 9:1 cyclohexane:EtOAc afforded the title compound as a colourless oil (0.485 g).

1. stirringAfter 18 h stirring the reaction mixture
2. customwas quenched by cautious addition of sat. sodium bicarbonate aq. (30 mL)
3. extractionextracted CH2Cl2 (2×50 mL)
4. dry with materialThe organic solution was dried (MgSO4)
5. customthe solvent removed in vacuo
6. customPurification by SPE (Silica, 20 g)
7. washeluting 9:1 cyclohexane

ORDレコード

ord-6d8c6d4dbe0540b0bac0f64c99a3b9c0

出典データセット

uspto-grants-2007_04

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US07199239B2