Dimethylformamide → HCID 68887634, 화합물

HRID 1294235노트

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HRID 1294235 반응식
Cl[CH2:2][C:3]1[CH:22]=[CH:21][C:6]([O:7][CH2:8][C:9]2[N:10]=[C:11]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)[O:12][C:13]=2[CH3:14])=[CH:5][CH:4]=1.[CH2:23]([O:25][C:26]1[CH:31]=[CH:30][C:29]([OH:32])=[CH:28][C:27]=1[CH2:33][C:34]([O:36][CH3:37])=[O:35])[CH3:24].CN(C)C=O.[H-].[Na+]>O>[CH3:37][O:36][C:34](=[O:35])[CH2:33][C:27]1[CH:28]=[C:29]([O:32][CH2:2][C:3]2[CH:22]=[CH:21][C:6]([O:7][CH2:8][C:9]3[N:10]=[C:11]([C:15]4[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=4)[O:12][C:13]=3[CH3:14])=[CH:5][CH:4]=2)[CH:30]=[CH:31][C:26]=1[O:25][CH2:23][CH3:24]

참가 물질

6

반응물 4

HCID 6228DimethylformamideHCID 24758Sodium hydrideHCID 109469404-(4-Chloromethylphenoxy)methyl-5-methyl-2-phenyloxazoleHCID 17861380Methyl 2-(2-ethoxy-5-hydroxyphenyl)acetate

생성물 1

HCID 68887634HCID 68887634, 화합물수율 70%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

To a mixture of 4-(4-chloromethylphenoxymethyl)-5-methyl-2-phenyloxazole (1.00 g), methyl 2-(2-ethoxy-5-hydroxyphenyl)acetate (0.60 g) and N, N-dimethylformamide (30 mL) was added sodium hydride (60%, oil, 0.14 g) under ice-cooling, and the mixture was stirred at room temperature for 2 hrs. The reaction mixture was poured into water and extracted with ethyl acetate. The organic layer was washed with saturated brine, and dried over anhydrous magnesium sulfate. After concentration of the organic layer, the residue was subjected to silica gel column chromatography to give crystals (0.70 g, 70%) of methyl-2-[2-ethoxy-5-[4-[(5-methyl-2-phenyl-4-oxazolyl)methoxy]benzyloxy]phenyl]acetate from a fraction eluted with ethyl acetate-hexane (1:4, v/v). Recrystallization from ethyl acetate-hexane gave colorless prism crystals. melting point: 82-83° C.

후처리

  1. temperaturecooling
  2. extractionextracted with ethyl acetate
  3. washThe organic layer was washed with saturated brine
  4. dry with materialdried over anhydrous magnesium sulfate

출처 및 근거

ORD 기록
ord-e378eb0986544fbc855b7df8028b2a6a
출처 데이터셋
uspto-grants-2007_07
특허 번호
US07238716B2

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