Ethanol → Ethyl 2-(diethoxymethyl)thiazole-4-carboxylate

HRID 907379ノート

反応式

HRID 907379 の反応式
[CH2:1]([O:3][CH:4]([O:8][CH2:9][CH3:10])[C:5](=[S:7])[NH2:6])[CH3:2].C([CH:13](Br)[C:14](=O)[C:15]([O-:17])=[O:16])C.[CH2:20](O)[CH3:21]>>[CH2:1]([O:3][CH:4]([O:8][CH2:9][CH3:10])[C:5]1[S:7][CH:13]=[C:14]([C:15]([O:17][CH2:20][CH3:21])=[O:16])[N:6]=1)[CH3:2]

参加物

4

反応物 3

HCID 702EthanolHCID 27947342,2-DiethoxythioacetamideHCID 21948992Ethylbromopyruvate

生成物 1

HCID 16220290Ethyl 2-(diethoxymethyl)thiazole-4-carboxylate収率 93%

実験手順

2,2-Diethoxyethanethioamide (0.654 g, 6.03 mmol; see step (iii) above) and ethylbromopyruvate (Aldrich) (1.28 g, 6.10 mmol) were dissolved in ethanol (10 mL) in the presence of 4 Å molecular sieves (1 g). The mixture was refluxed for 45 min and the solvent removed under reduced pressure. The residue was then dissolved in ethyl acetate (20 mL) and extracted with saturated. NaHCO3 solution (2×20 mL), and brine (2×20 mL). The organic fraction was then dried (MgSO4), filtered and the solvent removed under reduced pressure to yield the sub-title compound (1.452 g, 93%).

後処理

  1. temperatureThe mixture was refluxed for 45 min
  2. customthe solvent removed under reduced pressure
  3. dissolutionThe residue was then dissolved in ethyl acetate (20 mL)
  4. extractionextracted with saturated
  5. dry with materialThe organic fraction was then dried (MgSO4)
  6. filtrationfiltered
  7. customthe solvent removed under reduced pressure

出典と根拠

ORDレコード
ord-cdb771d46e084b72ae9df8d9524a6f1a
出典データセット
uspto-grants-2011_09
特許番号
US08012967B2

反応ノート

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