반응 #1869178

반응 방정식

compound

1-butyl-3-isobutyl-1,3,8-triazaspiro[4.5]decane-2,4-dione

N,N-diisopropylethylamine

benzenesulfonylchloride resin

TsCl

6-phenylhexanol

→

title compound

수율 58.9%

1-butyl-3-isobutyl-8-(6-phenylhexyl)-1,3,8-triazaspiro[4.5]decane-2,4-dione hydrochloride

수율 58.9%

용매

acetonitrile

반응 조건

후처리

1. 1
   여과filtrated
2. 2
   세척The resin was washed with acetonitrile (3 mL, three times)
3. 3
   세척The filtrate and rinsed solution
4. 4
   농축concentrated
5. 5
   기타The residue was purified by column chromatography on silica gel (chloroform:methanol=25:1)
6. 6
   workup.ADDITIONadded 4N hydrochloric acid in ethyl acetate
7. 7
   농축concentrated

실험 절차

To a solution of the compound prepared in Example 1 (28 mg) and N,N-diisopropylethylamine (155 mg) in acetonitrile (3 mL) were added benzenesulfonylchloride resin (Argonaut, product name PS-TsCl, product number 800276, 1.22 mmol/g, 0.20 mmol) (164 mg) and sulfonyl resin (175 mg) which is prepared from 6-phenylhexanol (345 mg). The mixture was stirred for 18 hours at 70° C. and then filtrated. The resin was washed with acetonitrile (3 mL, three times). The filtrate and rinsed solution were combined and concentrated. The residue was purified by column chromatography on silica gel (chloroform:methanol=25:1), added 4N hydrochloric acid in ethyl acetate and concentrated to give the title compound (28 mg) having the following physical data.

출처