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Dimethylformamide → Methyl 2-[3-[5-[(5-methyl-2-phenyl-4-oxazolyl)methoxy]-2-pyridylmethoxy]phenyl]acetate

HRID 1294290
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인쇄 미리보기

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HRID 1294290 반응식
ClC[C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([O:9][CH2:10][C:11]2[N:12]=[C:13]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)[O:14][C:15]=2[CH3:16])N=1.[OH:23][C:24]1[CH:25]=[C:26]([CH2:30][C:31]([O:33][CH3:34])=[O:32])[CH:27]=[CH:28][CH:29]=1.C(=O)([O-])[O-].[K+].[K+].[CH3:41][N:42](C)C=O>O>[CH3:16][C:15]1[O:14][C:13]([C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=2)=[N:12][C:11]=1[CH2:10][O:9][C:5]1[CH:6]=[CH:7][C:8]([CH2:3][O:23][C:24]2[CH:25]=[C:26]([CH2:30][C:31]([O:33][CH3:34])=[O:32])[CH:27]=[CH:28][CH:29]=2)=[N:42][CH:41]=1
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참가 물질

6

반응물 4

HCID 6228DimethylformamideHCID 11430Potassium CarbonateHCID 39129Methyl 3-HydroxyphenylacetateHCID 178613022-Chloromethyl-6-(5-methyl-2-phenyl-4-oxazolylmethoxy)pyridine

생성물 1

HCID 68883891Methyl 2-[3-[5-[(5-methyl-2-phenyl-4-oxazolyl)methoxy]-2-pyridylmethoxy]phenyl]acetate수율 87%

시약·촉매·용매 1

HCID 962
Water
용매

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온도
80 °C

실험 절차

A mixture of 2-(chloromethyl)-6-[(5-methyl-2-phenyl-4-oxazolyl)methoxy]pyridine (0.96 g), methyl 2-(3-hydroxyphenyl)acetate (0.50 g), anhydrous potassium carbonate (0.52 g) and N,N-dimethylformamide (15 mL) was stirred at 80° C. for 5 hrs. The reaction mixture was poured into water and extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate and concentrated. The obtained residue was subjected to silica gel column chromatography to give methyl 2-[3-[5-[(5-methyl-2-phenyl-4-oxazolyl)methoxy]-2-pyridylmethoxy]phenyl]acetate as a colorless oil (1.17 g, 87%) from a fraction eluted with ethyl acetate-hexane (1:1, v/v).

후처리

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

출처 및 근거

ORD 기록
ord-44d8e6d2e1514499ada979eab4e64a76
출처 데이터셋
uspto-grants-2007_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07238716B2

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