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Sodium Bicarbonate → 3-Bromo-4-oxo-4-thiazol-2-yl-butyric acid ethyl ester

HRID 1988763
ノート
印刷プレビュー

反応式

HRID 1988763 の反応式
[Br-:1].[Br-].[Br-].C1([N+](C)(C)C)C=CC=CC=1.C1([N+](C)(C)C)C=CC=CC=1.C1([N+](C)(C)C)C=CC=CC=1.[CH2:34]([O:36][C:37](=[O:47])[CH2:38][CH2:39][C:40](=[O:46])[C:41]1[S:42][CH:43]=[CH:44][N:45]=1)[CH3:35].C([O-])(O)=O.[Na+]>C(Cl)Cl>[CH2:34]([O:36][C:37](=[O:47])[CH2:38][CH:39]([Br:1])[C:40](=[O:46])[C:41]1[S:42][CH:43]=[CH:44][N:45]=1)[CH3:35]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 516892Sodium BicarbonateHCID 17977687Phenyltrimethylammonium bromide dibromideHCID 68499389Ethyl 4-(2-thiazolyl)-4-oxobutyrate

生成物 1

HCID 865876163-Bromo-4-oxo-4-thiazol-2-yl-butyric acid ethyl ester

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

Phenyltrimethylammonium tribromide (3.4 g, 8.91 mmol) in DCM (20 mL) is added dropwise to a solution of 4-oxo-4-thiazol-2-yl-butyric acid ethyl ester (1.9 g, 8.91 mmol) in DCM (30 mL. The mixture is stirred overnight at room temperature. 5% NaHCO3 (40 mL) is added to the mixture. The organic layer is separated and the aqueous layer is extracted with DCM (2×40 mL). The combined organic layers are dried and solvent removed. The residue is purified by column (hexanes/ethyl acetate 3:1) to give 3-bromo-4-oxo-4-thiazol-2-yl-butyric acid ethyl ester.

後処理

  1. customThe organic layer is separated
  2. extractionthe aqueous layer is extracted with DCM (2×40 mL)
  3. customThe combined organic layers are dried
  4. customsolvent removed
  5. customThe residue is purified by column (hexanes/ethyl acetate 3:1)

出典と根拠

ORDレコード
ord-d33668a5a3d84f1f84fb46c78a1dac0f
出典データセット
uspto-grants-2010_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07642267B2

反応ノート

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