反応 #2446110

反応方程式

Compound 1

3-(4-chlorophenyl)adamantane-1-carboxylic acid [2-(3,4-dihydroxyphenyl)ethyl]amide

→

Compound 5

isobutyric acid 5-(2-{[3-(4-chlorophenyl)adamantane-1-carbonyl]amino}ethyl)-2-hydroxyphenyl ester

溶媒

iso-butyric anhydride

H2SO4

反応条件

後処理

1. 1
   濃縮The solution was then concentrated under a vacuum
2. 2
   ろ過filtered

実験手順

Compound 1 was dissolved in iso-butyric anhydride with a catalytic amount of 98% H2SO4 and stirred under N2 for 3 days at room temperature. The solution was then concentrated under a vacuum and filtered to give the product Compound 5, with a melting point of 126-128° C. 1H NMR (500 MHz, CDCl3) δ 1.29-1.33 (d, d, 6H, 2CH3), 1.74 (m, 2H, Admant-H), 1.81-1.88 (m, 8H, Admant-H), 1.94 (s, 2H, Admant-H), 2.26 (m, 2H, Admant-H), 2.74-2.81 (m, 2H, 2COCH), 2.82-2.85 (t, J=7.5 Hz, 2H, CH2), 3.50-3.54 (q, 2H, NCH2), 5.68 (s, 1H, NH), 6.99 (s, 1H, Ar—H), 7.05-7.07 (d, d, 1H, H—Ar), 7.11-7.13 (d, J=10 Hz, 1H, Ar—H), 7.30 (s, 4H, Ar—H); 13C NMR (500 MHz, CDCl3) δ 18.9, 28.8, 34.0, 35.0, 35.5, 36.5, 38.3, 40.3, 41.7, 42.0, 44.4, 123.5, 123.9, 126.4, 126.7, 128.3, 131.5, 137.7, 140.9, 142.2, 148.4, 174.4, 174.5, 177.4; MS m/z (relative intensity) 566.22 (MH+, 50), 567.22 (10), 567.22 (15).

出典