تفاعل #1483031

معادلة التفاعل

4-(tert-butyidiphenylsilyloxy)butanal

hydroxy ethylamine

→

12

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

المذيبات

benzene

benzene

ظروف التفاعل

المعالجة

1. 1
   workup.ADDITIONPowdered molecular sieves (4 Å, 600 mg) were added
2. 2
   ترشيحbefore being filtered through a 20 μm Millipore syringe
3. 3
   ترشيحfilter
4. 4
   تركيزconcentrated

الإجراء التجريبي

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).

المصدر