반응 #1483031

반응 방정식

4-(tert-butyidiphenylsilyloxy)butanal

hydroxy ethylamine

→

12

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

용매

benzene

benzene

반응 조건

후처리

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

실험 절차

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).

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