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Triethylamine → N-Methoxy-3-(3,5-di-tert-butyl-4-hydroxybenzylidene)-2-pyrrolidone

HRID 1762495
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HRID 1762495 반응식
[C:1]([C:5]1[CH:6]=[C:7]([CH:10]=[C:11]([C:14]([CH3:17])([CH3:16])[CH3:15])[C:12]=1[OH:13])[CH:8]=O)([CH3:4])([CH3:3])[CH3:2].[Br-].[CH3:19][O:20][N:21]1[CH2:25][CH2:24][CH:23]([P+](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[C:22]1=[O:45].C(N(CC)CC)C>C(O)C>[CH3:19][O:20][N:21]1[CH2:25][CH2:24][C:23](=[CH:8][C:7]2[CH:6]=[C:5]([C:1]([CH3:3])([CH3:4])[CH3:2])[C:12]([OH:13])=[C:11]([C:14]([CH3:15])([CH3:16])[CH3:17])[CH:10]=2)[C:22]1=[O:45]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 732193,5-Di-tert-butyl-4-hydroxybenzaldehydeHCID 20041535(1-Methoxy-2-oxopyrrolidin-3-yl)(triphenyl)phosphanium bromide

생성물 1

HCID 119572N-Methoxy-3-(3,5-di-tert-butyl-4-hydroxybenzylidene)-2-pyrrolidone수율 67.9%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

27.6 g of 3,5-di-tert-butyl-4-hydroxybenzaldehyde, 54.0 g of (N-methoxy-2-pyrrolidone-3-yl)triphenylphosphonium bromide and 33.0 ml of triethylamine were heated at 50° C. in ethanol for four hours. After distilling the ethanol off, the residue was dissolved in chloroform, washed with water and then a saturated saline solution and dried over anhydrous magnesium sulfate. After distilling the chloroform off, the residue was treated with the column chromatography, using silica gel and a carrier liquid of benzene and acetone and recrystallized with a mixture of ethyl acetate and hexane to give 26.5 g of the title compound.

후처리

  1. distillationAfter distilling the ethanol off, the residue
  2. dissolutionwas dissolved in chloroform
  3. washwashed with water
  4. dry with materiala saturated saline solution and dried over anhydrous magnesium sulfate
  5. distillationAfter distilling the chloroform off, the residue
  6. additionwas treated with the column chromatography
  7. customa carrier liquid of benzene and acetone and recrystallized with a mixture of ethyl acetate and hexane

출처 및 근거

ORD 기록
ord-31c9ad1a2108474d956739885bae8e1f
출처 데이터셋
uspto-grants-1989_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04833160

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