Dimethylmaleic anhydride → N-(4-hydroxycyclohexyl)-dimethylmaleimide

HRID 46603

반응식

HRID 46603 반응식
[CH3:1][C:2]1=[C:3]([CH3:9])[C:4]([O:6][C:7]1=[O:8])=O.[NH2:10][CH:11]1[CH2:16][CH2:15][CH:14]([OH:17])[CH2:13][CH2:12]1>C(Cl)Cl>[OH:17][CH:14]1[CH2:15][CH2:16][CH:11]([N:10]2[C:4](=[O:6])[C:3]([CH3:9])=[C:2]([CH3:1])[C:7]2=[O:8])[CH2:12][CH2:13]1

참가 물질

4

반응물 2

HCID 13010Dimethylmaleic anhydrideHCID 812934-Aminocyclohexanol

생성물 1

HCID 20346782N-(4-hydroxycyclohexyl)-dimethylmaleimide수율 70%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
20 °C

실험 절차

126 g (1 mol) of dimethylmaleic anhydride and 115 g (1 mol) of 4-aminocyclohexanol are warmed, whilst stirring, to 120°-125° C. (internal temperature) for 30 minutes in an oil bath. After cooling to about 20° C., the reaction product is dissolved in 500 ml of methylene chloride and the solution is extracted once with 100 ml of 1 N NaOH, whilst cooling with ice. The reaction product is then washed twice with water and dried over Na2SO4. The solvent is evaporated and the residue is recrystallized from a 1:1 mixture by volume of ethyle acetate and petroleum ether. 155 g (70% of theory) of N-(4-hydroxycyclohexyl)-dimethyl-maleimide are obtained; melting point 109°-111° C.

후처리

  1. extractionthe solution is extracted once with 100 ml of 1 N NaOH
  2. temperaturewhilst cooling with ice
  3. washThe reaction product is then washed twice with water
  4. dry with materialdried over Na2SO4
  5. customThe solvent is evaporated
  6. customthe residue is recrystallized from a 1:1 mixture by volume of ethyle acetate and petroleum ether

출처 및 근거

ORD 기록
ord-eaf52a7465754a36925234705843f923
출처 데이터셋
uspto-grants-1979_11
특허 번호
US04174326

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