反応 #51991

反応方程式

di-t-butyl carbonate

methylamine

2-Bromo-1-(4-morpholin-4-ylphenyl)ethanone

→

product

収率 38.0%

tert-Butyl 2-oxo-2-(4-morpholin-4-ylphenyl)ethyl(methyl)carbamate

収率 38.0%

溶媒

THF

THF

反応条件

後処理

1. 1
   温度cooled in ice
2. 2
   ろ過The mixture was filtered
3. 3
   workup.STIRRINGStirring
4. 4
   workup.WAITwas continued for 24 hr
5. 5
   その他the solvent evaporated
6. 6
   洗浄Chromatography of the residue over silica gel (500 g) eluting with 1% MeOH-1% Et3N-EtOAc

実験手順

2-Bromo-1-(4-morpholin-4-ylphenyl)ethanone (Tetrahedron Letters; 39, (1998), 4987-4990)(3.40 g, 11.97 mmol) was dissolved in dry THF (30 ml) under N2 and cooled in ice. A 2M solution of methylamine in THF (12 ml, 24 mmol) was added and the reaction stirred for 1 hr. The mixture was filtered and the filtrate treated with di-t-butyl carbonate (2.61 g, 12 mmol) at ice temperature. Stirring was continued for 24 hr then the solvent evaporated. Chromatography of the residue over silica gel (500 g) eluting with 1% MeOH-1% Et3N-EtOAc gave the product as a pale yellow solid (1.53 g, 38%): mp87-89°.

出典