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Dimethylformamide → methyl (4E)-4-phenyl-4-[[4-[(5-phenyl-1,2-oxazol-3-yl)methoxy]phenyl]methoxyimino]butanoate

HRID 1070157
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반응식

HRID 1070157 반응식
Cl[CH2:2][C:3]1[CH:7]=[C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[O:5][N:4]=1.O[CH:15]([C:30]1[CH:35]=[CH:34][CH:33]=CC=1)[CH2:16][C:17](=[N:21][O:22][CH2:23][C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)[C:18]([O-])=O.C(=O)([O-])[O-:37].[K+].[K+].CN(C)C=O.[C:47]([O:50][CH2:51]C)(=[O:49])[CH3:48].CCCCCC>O>[C:16]1(/[C:17](=[N:21]/[O:22][CH2:23][C:24]2[CH:25]=[CH:26][C:27]([O:37][CH2:2][C:3]3[CH:7]=[C:6]([C:8]4[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=4)[O:5][N:4]=3)=[CH:28][CH:29]=2)/[CH2:18][CH2:48][C:47]([O:50][CH3:51])=[O:49])[CH:15]=[CH:30][CH:35]=[CH:34][CH:33]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 5

HCID 6228DimethylformamideHCID 11430Potassium CarbonateHCID 14847693-(Chloromethyl)-5-phenyl-1,2-oxazoleHCID 21226206Ethyl acetate hexaneHCID 1317227234-Hydroxybenzyloxyimino-4-phenylbutyrate

생성물 1

HCID 11730378methyl (4E)-4-phenyl-4-[[4-[(5-phenyl-1,2-oxazol-3-yl)methoxy]phenyl]methoxyimino]butanoate
수율 63%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

A mixture of 3-(chloromethyl)-5-phenylisoxazole (340 mg), methyl E-4-(4-hydroxybenzyloxyimino-4-phenylbutyrate (500 mg), potassium carbonate (442 mg) and N,N-dimethylformamide (10 ml) was stirred at room temperature for 72 hours. Water was added to the reaction mixture and extracted with ethyl acetate. The ethyl acetate layer was washed with an aqueous saturated solution of sodium chloride, dried (MgSO4) and concentrated. The residue was subjected to silica gel chromatography to obtain methyl E-4-phenyl-4-[4-(5-phenyl-3-isoxazolylmethoxy)benzyloxyimino]butyrate (472 mg, yield 63%) as a colorless oil from an ethyl acetate-hexane (2:9, v/v)-eluted fraction.

후처리

  1. extractionextracted with ethyl acetate
  2. washThe ethyl acetate layer was washed with an aqueous saturated solution of sodium chloride
  3. dry with materialdried (MgSO4)
  4. concentrationconcentrated

출처 및 근거

ORD 기록
ord-32b3656aa86744a79e99edc5c2c75771
출처 데이터셋
uspto-grants-2001_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06251926B1

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