Water → 2-Ethyl-4,7-benzoxazoledione

HRID 1179106노트

반응식

HRID 1179106 반응식
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]

참가 물질

7

반응물 3

HCID 962Water2회HCID 102317Bis(trifluoroacetoxy)iodobenzeneHCID 120715892-Ethyl-1,3-benzoxazol-4-amine

생성물 1

HCID 120715902-Ethyl-4,7-benzoxazoledione

시약·촉매·용매 3

HCID 6342Acetonitrile용매HCID 7914Diisopropyl Ether용매HCID 18373917Acetonitrile--water (1/1)용매

반응 조건

온도
-5 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-5f77ff29c53e497a9b501f4118e73297
출처 데이터셋
uspto-grants-2007_10
특허 번호
US07279467B2

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