反応 #313369

反応方程式

Benzenesulfonyl chloride

methyl 6-aminohexanoate hydrochloride

sodium carbonate

→

title compound

6-Benzenesulfonylaminohexanoic acid methyl ester

溶媒

acetonitrile

water

反応条件

後処理

1. 1
   抽出the product was extracted with ethyl acetate (30 ml)
2. 2
   乾燥The extract was dried (Na2SO4) and solvents
3. 3
   その他were removed under reduced pressure
4. 4
   その他The product was chromatographed on silica gel with ethyl acetate-hexane (1:2) as eluent

実験手順

Benzenesulfonyl chloride (92a) (0.88 g, 5.0 mmol) was added to the mixture of methyl 6-aminohexanoate hydrochloride (91) (1.82 g, 10 mmol) in acetonitrile (10 ml) and sodium carbonate (2.6 g, 24.6 mmol) in water (10 ml). The mixture was stirred for 6 hours at ambient temperature, and the product was extracted with ethyl acetate (30 ml). The extract was dried (Na2SO4) and solvents were removed under reduced pressure. The product was chromatographed on silica gel with ethyl acetate-hexane (1:2) as eluent. The title compound was obtained as oil (128 g, 90%). 1H NMR δH (90 MHz, DMSO-d6) δ: 0.90-1.63 (6H, m, CH2); 2.21 (2H, t, J=7.0 Hz, CH2); 2.71 (2H, q, J=6.0 Hz, CH2N); 3.58 (3H, s, CH3); 7.40-7.72 (3H, m, C6H3); 7.72-7.89 (2H, m, C6H2).

出典