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Ethyl bromopyruvate → Ethyl 2-cyclopropylthiazole-4-carboxylate

HRID 1654210
ノート
印刷プレビュー

反応式

HRID 1654210 の反応式
Br[CH2:2][C:3](=O)[C:4]([O:6][CH2:7][CH3:8])=[O:5].[CH:10]1([C:13](=[S:15])[NH2:14])[CH2:12][CH2:11]1>C(O)C>[CH:10]1([C:13]2[S:15][CH:2]=[C:3]([C:4]([O:6][CH2:7][CH3:8])=[O:5])[N:14]=2)[CH2:12][CH2:11]1
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 66144Ethyl bromopyruvateHCID 22140884Cyclopropanecarbothioamide

生成物 1

HCID 18771956Ethyl 2-cyclopropylthiazole-4-carboxylate収率 23.1%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A mixture of ethyl bromopyruvate (3.6 g), cyclopropanethioamide (2.2 g) and ethanol (30 ml) was refluxed for two hours. The reaction mixture was cooled, then ethanol was distilled off under reduced pressure. To the residue was added water (30 ml), which was subjected to extraction with ethyl acetate (50 ml) twice. The extract solution was washed with water (30 ml), followed by drying over magnesium sulfate. The solvent was distilled off under reduced pressure. The residue was subjected to a silica gel chromatography (2.5×30 cm), eluting with ethyl acetate-hexane (1:3). The desired fraction was concentrated to give ethyl 2-cyclopropyl-4-thiazolcarboxylate (0.84 g) as pale yellow needles.

後処理

  1. temperaturewas refluxed for two hours
  2. temperatureThe reaction mixture was cooled
  3. distillationethanol was distilled off under reduced pressure
  4. additionTo the residue was added water (30 ml), which
  5. extractionwas subjected to extraction with ethyl acetate (50 ml) twice
  6. washThe extract solution was washed with water (30 ml)
  7. dry with materialby drying over magnesium sulfate
  8. distillationThe solvent was distilled off under reduced pressure
  9. washeluting with ethyl acetate-hexane (1:3)
  10. concentrationThe desired fraction was concentrated

出典と根拠

ORDレコード
ord-c8d0e8c668f646c48596e78cfea83cb6
出典データセット
uspto-grants-1995_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05405861

反応ノート

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