Реакция #1869178

Уравнение реакции

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

Выход 58.9%

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

Выход 58.9%

Растворители

acetonitrile

Условия реакции

Обработка

1. 1
   Фильтрацияfiltrated
2. 2
   ПромывкаThe resin was washed with acetonitrile (3 mL, three times)
3. 3
   ПромывкаThe filtrate and rinsed solution
4. 4
   Концентрированиеconcentrated
5. 5
   ДругоеThe 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
   Концентрированиеconcentrated

Методика

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.

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