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

HRID 1245383ノート

反応式

HRID 1245383 の反応式
[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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-9b397f934b354205b58aa3c8b6232569
出典データセット
uspto-grants-2006_10
特許番号
US07125870B2

反応ノート

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