Sodium Chloride → Ethyl (1,3-thiazol-2-yl)acetate

HRID 491051

反応式

HRID 491051 の反応式
[S:1]1[CH:5]=[CH:4][NH:3][C:2]1=[C:6](C(OCC)=O)[C:7]([O:9][CH2:10][CH3:11])=[O:8].[Cl-].[Na+]>CS(C)=O.O>[S:1]1[CH:5]=[CH:4][N:3]=[C:2]1[CH2:6][C:7]([O:9][CH2:10][CH3:11])=[O:8]

参加物

5

反応物 2

HCID 5234Sodium ChlorideHCID 10977652Diethyl 2-(thiazol-2(3H)-ylidene)malonate

生成物 1

HCID 21835228Ethyl (1,3-thiazol-2-yl)acetate

試薬・触媒・溶媒 2

HCID 679Dimethyl Sulfoxide溶媒HCID 962Water溶媒2 回

実験手順

A solution of the product of Example 44B (2.8 g, 11.5 mmoles), sodium chloride (1.3 g, 22.9 mmoles) and water (0.4 ml, 22.9 mmoles) in dimethyl sulfoxide (48.0 ml) was stirred at about 180° C. for about 30 min. The mixture was cooled, diluted with water (100.0 ml) and was extracted twice with (1:1) ethyl acetate/diethyl ether (80.0 ml each). The combined organic extracts were washed with brine, dried over MgSO4, filtered and concentrated in vacuum. The crude product was purified by flash column chromatography on silica gel using hexanes/ethyl acetate (2:1) as the mobile phase to provide the title compound.

後処理

  1. temperatureThe mixture was cooled
  2. extractionwas extracted twice with (1:1) ethyl acetate/diethyl ether (80.0 ml each)
  3. washThe combined organic extracts were washed with brine
  4. dry with materialdried over MgSO4
  5. filtrationfiltered
  6. concentrationconcentrated in vacuum
  7. customThe crude product was purified by flash column chromatography on silica gel

出典と根拠

ORDレコード
ord-c79c0ebe60b24f30ba40d8fb763f4691
出典データセット
uspto-grants-2009_05
特許番号
US07528282B2

関連ノート

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