反応 #438358

反応方程式

N-(t-butoxycarbonyl)-N-(2-pyridinylmethyl)-N′-(5,6,7,8-tetrahydro-8-quinolinyl)-1,4-benzenedimethanamine

t-butyl bromoacetate

potassium carbonate

CH3CN

→

desired product

収率 56.0%

N-(2-pyridinylmethyl)-N′-(carboxymethyl)-N′-(5,6,7,8-tetrahydro-8-quinolinyl)-1,4-benzenedimethanamine

収率 56.0%

反応条件

後処理

1. 1
   その他The crude material was purified by column chromatography on silica gel (CH2Cl2/MeOH, 98:2 to 95:5)

実験手順

To a solution of N-(t-butoxycarbonyl)-N-(2-pyridinylmethyl)-N′-(5,6,7,8-tetrahydro-8-quinolinyl)-1,4-benzenedimethanamine (230 mg, 0.50 mmol) and t-butyl bromoacetate (0.15 mL, 1.02 mmol) in CH3CN (8 mL) was added powdered potassium carbonate (220 mg, 1.60 mmol) and the mixture was stirred for 16 hours. The crude material was purified by column chromatography on silica gel (CH2Cl2/MeOH, 98:2 to 95:5) to give the desired product (160 mg, 56%) as a yellow oil.

出典