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Acetic Acid → HCID 66643683、化合物

HRID 1923560
ノート
印刷プレビュー

反応式

HRID 1923560 の反応式
[CH2:1]([O:3][C:4]([C:6]1[S:10][C:9]([CH3:11])=[N:8][CH:7]=1)=[O:5])[CH3:2].C(OC(=O)C)(=O)C.C(O)(=O)C.[CH3:23][C:24]1[O:28][N:27]=[C:26]([C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)[C:25]=1[CH:35]=O>O>[CH2:1]([O:3][C:4]([C:6]1[S:10][C:9](/[CH:11]=[CH:35]/[C:25]2[C:26]([C:29]3[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=3)=[N:27][O:28][C:24]=2[CH3:23])=[N:8][CH:7]=1)=[O:5])[CH3:2]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 176Acetic AcidHCID 7918Acetic AnhydrideHCID 27761445-Methyl-3-phenylisoxazole-4-carboxaldehydeHCID 12808791Ethyl 2-methyl-1,3-thiazole-5-carboxylate

生成物 1

HCID 66643683HCID 66643683、化合物収率 19.2%

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
120 °C

実験手順

2-Methyl-thiazole-5-carboxylic acid ethyl ester (547 mg, 2.92 mmol) was dissolved in acetic anhydride (0.15 mL, 15.5 mmol) and acetic acid (0.04 mL, 2.54 mmol) then 5-methyl-3-phenyl-4-isoxazolecarbaldehyde (500 mg, 2.92 mmol) was added and the reaction mixture warmed to 120° C. After 6 days, the reaction mixture was cooled to room temperature then diluted with water and extracted with ethyl acetate. The combined organic extracts were dried, filtered and concentrated then purified by chromatography (silica, 0 to 30% ethyl acetate in heptane) to give the title compound (191 mg, 19%) as an off-white solid after trituration with isopropylether. MS: m/e=341.3 [M+H]+.

後処理

  1. temperaturethe reaction mixture was cooled to room temperature
  2. extractionextracted with ethyl acetate
  3. customThe combined organic extracts were dried
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customthen purified by chromatography (silica, 0 to 30% ethyl acetate in heptane)

出典と根拠

ORDレコード
ord-44193f3d90e4415c8471e640b89b2615
出典データセット
uspto-grants-2012_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08178522B2

反応ノート

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