تفاعل #313369

معادلة التفاعل

Benzenesulfonyl chloride

methyl 6-aminohexanoate hydrochloride

sodium carbonate

→

title compound

6-Benzenesulfonylaminohexanoic acid methyl ester

المذيبات

acetonitrile

water

ظروف التفاعل

المعالجة

1. 1
   استخلاصthe product was extracted with ethyl acetate (30 ml)
2. 2
   تجفيفThe extract was dried (Na2SO4) and solvents
3. 3
   أخرىwere removed under reduced pressure
4. 4
   أخرىThe product was chromatographed on silica gel with ethyl acetate-hexane (1:2) as eluent

الإجراء التجريبي

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).

المصدر