反応 #1483031

反応方程式

4-(tert-butyidiphenylsilyloxy)butanal

hydroxy ethylamine

→

12

2-(3-(tert-butyidiphenylsilyloxy)propyl)oxazolidine

溶媒

benzene

benzene

反応条件

後処理

1. 1
   workup.ADDITIONPowdered molecular sieves (4 Å, 600 mg) were added
2. 2
   ろ過before being filtered through a 20 μm Millipore syringe
3. 3
   ろ過filter
4. 4
   濃縮concentrated

実験手順

A mixture of the 4-(tert-butyidiphenylsilyloxy)butanal (235 mg, 0.72 mmol) in benzene (3 ml) was added dropwise to a solution of hydroxy ethylamine (44 μL, 0.72 mmol) in benzene (3 mL). Powdered molecular sieves (4 Å, 600 mg) were added and the mixture was stirred for 1.5 h, before being filtered through a 20 μm Millipore syringe filter and concentrated. This gave 12 which was used directly and immediately in the synthesis of 13 (infra): 1H NMR (C6D6); δ1.18 (s, 9H), 1.65-1.82 (m, 2H), 2.62 (m, 2H), 3.33 (dd, 3H, J=6.1, 7.5 Hz), 3.69 (t, 3H, J=6.1 Hz), 4.26 (t, 1H), 7.23 (dd, 6H, J=1.9, 3.1 Hz), 7.79 (m, 4H).

出典