反応 #2397

反応方程式

hydrochloric acid

1,3-propanediol

sodium hydride

4-tert-butyl-N-{6-chloro-5-(3-methoxyphenoxy)pyrimidin-4-yl}benzenesulfonamide

→

4-tert-butyl-N-{6-(3-hydroxypropyloxy)-5-(3-methoxyphenoxy)pyrimidin-4-yl}benzenesulfonamide

反応条件

後処理

1. 1
   その他The reaction mixture is reacted at 90° C. for two hours
2. 2
   その他reacted at 130° C. for one hour
3. 3
   抽出extracted with ethyl acetate
4. 4
   洗浄the ethyl acetate layer is washed
5. 5
   その他dried
6. 6
   濃縮concentrated to dryness under reduced pressure
7. 7
   その他The residue is purified by silica gel column chromatography (solvent; chloroform/ethyl acetate=10:1)
8. 8
   その他crystallized from ethyl acetate/diisopropyl ether

実験手順

To 1,3-propanediol (7 ml) is added sodium hydride (60% dispersion-type, 312 mg), and thereto is added 4-tert-butyl-N-{6-chloro-5-(3-methoxyphenoxy)pyrimidin-4-yl}benzenesulfonamide (707 mg). The reaction mixture is reacted at 90° C. for two hours, and then reacted at 130° C. for one hour. The reaction solution is acidified with 10% hydrochloric acid, and extracted with ethyl acetate, and the ethyl acetate layer is washed, dried, and concentrated to dryness under reduced pressure. The residue is purified by silica gel column chromatography (solvent; chloroform/ethyl acetate=10:1), and crystallized from ethyl acetate/diisopropyl ether to give 4-tert-butyl-N-{6-(3-hydroxypropyloxy)-5-(3-methoxyphenoxy)pyrimidin-4-yl}benzenesulfonamide (315 mg) as crystals.

出典