反应 #7125

反应方程式

Lithium hydroxide monohydrate

(1R,2S)-2-(4-chlorobenzenesulfonylamino)-cyclohexanecarboxylic acid methyl ester

→

product

收率 80.0%

(1R, 2S)-2-(4-Chlorobenzenesulfonylamino)-cyclohexanecarboxylic acid

收率 80.0%

溶剂

THF

methanol

water

反应条件

后处理

1. 1
   其他Reaction
2. 2
   其他Organic solvents were removed from the mixture in vacuo
3. 3
   洗涤Remaining aqueous was washed with ether (2×15 mL)
4. 4
   萃取Mixture was extracted with ethyl acetate (2×20 mL)
5. 5
   洗涤Combined extracts were washed with brine (1×10 mL)
6. 6
   干燥then dried (magnesium sulfate)
7. 7
   过滤filtered
8. 8
   浓缩concentrated in vacuo

实验过程

Lithium hydroxide monohydrate (1.7 mmol) was added to a mixture of (1R,2S)-2-(4-chlorobenzenesulfonylamino)-cyclohexanecarboxylic acid methyl ester in THF (8 mL), methanol (8mL) and water (8 mL). Reaction stirred at room temperature overnight. Organic solvents were removed from the mixture in vacuo. Remaining aqueous was washed with ether (2×15 mL). Aqueous layer was made acidic to litmus paper with 1 N hydrochloric acid. Mixture was extracted with ethyl acetate (2×20 mL). Combined extracts were washed with brine (1×10 mL) then dried (magnesium sulfate), filtered and concentrated in vacuo. The product (208 mg) was obtained as a white solid in 80% yield: 1H NMR (300 Mz, CDCl3) δ 7.70 (d, 2 H, J=8.8), 7.48 (d, 4 H, J=8.8), 6.20 (d, 1 H, J=9.5), 3.41 (m, 1 H), 2.81 (dd, 1 H, Jd=4.4, Jd=4.8), 2.03 (m, 1 H), 1.80 (m, 1 H), 1.62 (m, 1 H), 1.44 (m, 2 H), 1.25 (m, 2 H); MS m/e 316 (M−H)−.

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