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

HRID 881703

反応式

HRID 881703 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-a6b2d65d7b084fb0bb4aef0b00e81d23
出典データセット
uspto-grants-2015_03
特許番号
US08993632B2

関連ノート

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