反应 #1244319

反应方程式

lithium hydroxide

Lithium hydroxide

(S)-1-(benzyloxy-carbonyl)-2-piperidinecarboxylic acid methyl ester

water

→

(S)-1-(Benzyloxycarbonyl)-2-piperidine-carboxylic acid

溶剂

THF

反应条件

后处理

1. 1
   workup.STIRRINGthe resulting mixture was stirred for 2 hr
2. 2
   其他to the removal of the organic solvent
3. 3
   洗涤The resulting solution was washed with diethyl ether
4. 4
   萃取to a second extraction step with ethyl acetate
5. 5
   其他The organic layer was then recovered
6. 6
   干燥dried (Na2SO4)
7. 7
   过滤filtered
8. 8
   浓缩concentrated
9. 9
   其他crystallized

实验过程

A stirred solution of (S)-1-(benzyloxy-carbonyl)-2-piperidinecarboxylic acid methyl ester (2.00 g, 7.21 mmol) in THF (20 ml) at room temperature was treated with water (10 ml). Lithium hydroxide (190 mg, 7.93 mmol) was added and the resulting mixture stirred at room temperature for 3 hr. An additional quantity of lithium hydroxide (40 mg, 1.67 mmol) was added and the resulting mixture was stirred for 2 hr prior to the removal of the organic solvent. The resulting solution was washed with diethyl ether and the remaining aqueous layer was made acidic with 2 N HCl prior to a second extraction step with ethyl acetate. The organic layer was then recovered, dried (Na2SO4), filtered and concentrated to reveal a colorless oil (1.9927 g, 105%) which crystallized upon standing: 1H NMR (400 MHz, CDCl3) δ 1.30-1.88 (5H, m), 2.22-2.41 (1H, m), 3.00-3.21 (1H, m), 4.08-4.25 (1H, m), 4.91-5.30 (3H, m), 7.27-7.48 (5H, m).

来源