Реакция #604318

Уравнение реакции

LiAlH4

3-bromocinnamic acid

→

8

3-(3-bromophenyl)propan-1-ol

Растворители

diethyl ether

Условия реакции

Обработка

1. 1
   Другоеat RT
2. 2
   ДругоеThe reaction was quenched by the successive addition of 15% aq. NaOH solution (1 mL) and water
3. 3
   ФильтрацияThe resulting white suspension was filtered through a pad of Celite
4. 4
   ПромывкаThe filter cake was washed with ether
5. 5
   КонцентрированиеThe filtrate was concentrated

Методика

To suspension of LiAlH4 (0.5 g, 1.3 mmol) in diethyl ether (25 mL) was added 3-bromocinnamic acid (83, 1.0 g, 4 mmol), in portions, at RT. The resulting suspension was stirred for 3 hours. The reaction was quenched by the successive addition of 15% aq. NaOH solution (1 mL) and water. The resulting white suspension was filtered through a pad of Celite. The filter cake was washed with ether and then ethyl acetate. The filtrate was concentrated to afford crude 8 as yellow oil. Yield (0.7 g, 74%). 1H NMR (400 MHz, CDCl3) δ 7.10-7.35 (m, 4H), 3.65 (t, J=6.5 Hz, 2H), 2.68 (t, J=7.8 Hz, 2H), 1.82-1.91 (m, 2H).

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