3-Butenoic acid → {3-[4-(2-Methyl-quinolin-4-ylmethoxy)-phenyl]-4,5-dihydro-isoxazol-5-yl}-acetic acid

HRID 1245383노트

반응식

HRID 1245383 반응식
[CH:1]([CH2:3][C:4]([OH:6])=[O:5])=[CH2:2].[CH3:7][C:8]1[CH:17]=[C:16]([CH2:18][O:19][C:20]2[CH:28]=[CH:27][C:23]([CH:24]=[N:25][OH:26])=[CH:22][CH:21]=2)[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[N:9]=1>C1COCC1>[CH3:7][C:8]1[CH:17]=[C:16]([CH2:18][O:19][C:20]2[CH:21]=[CH:22][C:23]([C:24]3[CH2:2][CH:1]([CH2:3][C:4]([OH:6])=[O:5])[O:26][N:25]=3)=[CH:27][CH:28]=2)[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[N:9]=1

참가 물질

4

반응물 2

HCID 327433-Butenoic acidHCID 738530794-(2-Methyl-quinolin-4-ylmethoxy)-benzaldehyde oxime

생성물 1

HCID 21911127{3-[4-(2-Methyl-quinolin-4-ylmethoxy)-phenyl]-4,5-dihydro-isoxazol-5-yl}-acetic acid수율 100%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

A solution of Clorox® was added dropwise (1 mL) to a solution of vinyl acetic acid (0.071 g, 0.8 mmol) and 4-(2-methyl-quinolin-4-ylmethoxy)-benzaldehyde oxime (0.12 g, 0.40 mmol) in THF (4 mL) under nitrogen atmosphere at room temperature. The reaction was stirred overnight, partitioned between ethyl acetate and water saturated KH2PO4 solution. The organic layer was washed with brine, dried over magnesium sulfate and concentrated to give {3-[4-(2-methyl-quinolin-4-ylmethoxy)-phenyl]-4,5-dihydro-isoxazol-5-yl}-acetic acid (0.15 g, 100%) as a crude solid. MS found: (M+H)+=377.

후처리

  1. custompartitioned between ethyl acetate and water saturated KH2PO4 solution
  2. washThe organic layer was washed with brine
  3. dry with materialdried over magnesium sulfate
  4. concentrationconcentrated

출처 및 근거

ORD 기록
ord-9b397f934b354205b58aa3c8b6232569
출처 데이터셋
uspto-grants-2006_10
특허 번호
US07125870B2

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