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Water → 5-Oxo-2-phenoxythiocarbonyl-2,5-dihydro-isoxazole-4-carboxylic acid ethyl ester

HRID 2080116
ノート
印刷プレビュー

反応式

HRID 2080116 の反応式
[CH2:1]([O:3][C:4]([C:6]1[C:10](=[O:11])[O:9][NH:8][CH:7]=1)=[O:5])[CH3:2].[CH:12]1[CH:17]=[CH:16][C:15]([O:18][C:19](Cl)=[S:20])=[CH:14][CH:13]=1.N1C=CC=CC=1.O>C1(C)C=CC=CC=1>[CH2:1]([O:3][C:4]([C:6]1[C:10](=[O:11])[O:9][N:8]([C:19]([O:18][C:15]2[CH:16]=[CH:17][CH:12]=[CH:13][CH:14]=2)=[S:20])[CH:7]=1)=[O:5])[CH3:2]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 962WaterHCID 1049PyridineHCID 70498Phenyl thioxochloroformateHCID 239539Ethyl 5-Hydroxy-4-isoxazolecarboxylate

生成物 1

HCID 105656355-Oxo-2-phenoxythiocarbonyl-2,5-dihydro-isoxazole-4-carboxylic acid ethyl ester

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

5-Oxo-2,5-dihydro-isoxazole-4-carboxylic acid ethyl ester described in Preparation Example 112 (1.00 g, 5.17 mmol), phenyl chlorothionoformate (786 μl, 5.69 mmol) and pyridine (919 μl, 11.4 mmol) were dissolved at 0° C. in toluene (20 mL), and the solution was stirred at room temperature for 17 hours under nitrogen atmosphere. Water was added to the reaction solution at 0° C., which was then extracted with ethyl acetate, and the organic layer was washed with brine. The solvent was evaporated in vacuo, the residue was purified by silica gel column chromatography (hexane:ethyl acetate=1:1), and the title compound (1.66 g, 5.66 mmol, quantitatively) was obtained as a pale yellow solid.

後処理

  1. extractionwhich was then extracted with ethyl acetate
  2. washthe organic layer was washed with brine
  3. customThe solvent was evaporated in vacuo
  4. customthe residue was purified by silica gel column chromatography (hexane:ethyl acetate=1:1)

出典と根拠

ORDレコード
ord-08918559b62342e291cb36403491f6cf
出典データセット
uspto-grants-2011_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07932272B2

反応ノート

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