Water → 2-Ethyl-4,7-benzoxazoledione

HRID 1179106ノート

反応式

HRID 1179106 の反応式
FC(F)(F)C(OI(C1C=CC=CC=1)OC(=O)C(F)(F)F)=[O:4].[CH2:22]([C:24]1[O:25][C:26]2[C:27](=[C:29](N)[CH:30]=[CH:31][CH:32]=2)[N:28]=1)[CH3:23].[OH2:34]>C(#N)C.C(#N)C.O.C(OC(C)C)(C)C>[CH2:22]([C:24]1[O:34][C:29]2[C:30](=[O:4])[CH:31]=[CH:32][C:26](=[O:25])[C:27]=2[N:28]=1)[CH3:23]

参加物

7

反応物 3

HCID 962Water2 回HCID 102317Bis(trifluoroacetoxy)iodobenzeneHCID 120715892-Ethyl-1,3-benzoxazol-4-amine

生成物 1

HCID 120715902-Ethyl-4,7-benzoxazoledione

試薬・触媒・溶媒 3

HCID 6342Acetonitrile溶媒HCID 7914Diisopropyl Ether溶媒HCID 18373917Acetonitrile--water (1/1)溶媒

反応条件

温度
-5 °C

実験手順

A solution of [bis(trifluoroacetoxy)iodo]benzene (2.2 eq.) in a mixture of acetonitrile and water (80/20) is added dropwise to a solution of 2-ethyl-1,3-benzoxazol-4-amine (1 eq.) in the same acetonitrile/water mixture maintained at −5° C. The reaction medium is then diluted with water followed by extracting with dichloromethane. The resulting organic phase is washed with water, followed by drying over sodium sulphate and concentrating in order to produce a brown paste. Purification by medium pressure chromatography on silica gel produces, after taking up in diisopropyl ether, a yellow crystalline solid. Melting point: 99° C.

後処理

  1. extractionby extracting with dichloromethane
  2. washThe resulting organic phase is washed with water
  3. dry with materialby drying over sodium sulphate
  4. concentrationconcentrating in order
  5. customto produce a brown paste
  6. customPurification by medium pressure chromatography on silica gel
  7. customproduces

出典と根拠

ORDレコード
ord-5f77ff29c53e497a9b501f4118e73297
出典データセット
uspto-grants-2007_10
特許番号
US07279467B2

反応ノート

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