Sodium hydride → 3-(3,5-Di-tert-butyl-4-hydroxyphenyl)-1-n-dodecylpyrrolidine-2,5-dione

HRID 247611

반응식

HRID 247611 반응식
[H-].[Na+].[C:3]([C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([C:13]([CH3:16])([CH3:15])[CH3:14])[C:8]=1[OH:17])([CH3:6])([CH3:5])[CH3:4].[CH2:18]([N:30]1[C:34](=[O:35])[CH:33]=[CH:32][C:31]1=[O:36])[CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH3:29]>C(O)(C)(C)C>[C:13]([C:9]1[CH:10]=[C:11]([CH:33]2[CH2:32][C:31](=[O:36])[N:30]([CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH3:29])[C:34]2=[O:35])[CH:12]=[C:7]([C:3]([CH3:6])([CH3:5])[CH3:4])[C:8]=1[OH:17])([CH3:16])([CH3:15])[CH3:14]

참가 물질

5

반응물 3

HCID 24758Sodium hydrideHCID 314052,6-Di-tert-butylphenolHCID 871911H-Pyrrole-2,5-dione, 1-dodecyl-

생성물 1

HCID 141483753-(3,5-Di-tert-butyl-4-hydroxyphenyl)-1-n-dodecylpyrrolidine-2,5-dione수율 17.3%

시약·촉매·용매 1

HCID 6386tert-Butanol용매

실험 절차

This compound is prepared by the procedure of Example 1 from 2.40 g (0.1 mol) of sodium hydride, 20.63 g (0.1 mol) of 2,6-di-tert-butylphenol, and 26.54 g (0.1 mol) of N-n-dodecylmaleimide in tert-butyl alcohol. The reaction mixture is concentrated in vacuo and the residue is dissolved in 800 ml of toluene. The toluene solution is extracted sequentially with 1M sodium hydroxide (2×100 ml) and water (6×200 ml). The organic phase is dried over anhydrous sodium sulfate. The solvent is removed in vacuo and the residue purified by flash chromatography (8:2 heptane: ethyl acetate eluent) followed by recrystallization from petroleum ether to give 8.15 g (17%) of a white solid: mp 66°-70° C.

후처리

  1. concentrationThe reaction mixture is concentrated in vacuo
  2. dissolutionthe residue is dissolved in 800 ml of toluene
  3. extractionThe toluene solution is extracted sequentially with 1M sodium hydroxide (2×100 ml) and water (6×200 ml)
  4. dry with materialThe organic phase is dried over anhydrous sodium sulfate
  5. customThe solvent is removed in vacuo
  6. customthe residue purified by flash chromatography (8:2 heptane: ethyl acetate eluent)
  7. customfollowed by recrystallization from petroleum ether

출처 및 근거

ORD 기록
ord-5edf68cb1d704d71b99ccd3a9424cb3d
출처 데이터셋
uspto-grants-1987_11
특허 번호
US04709050

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