Isatoic Anhydride → HCID 9856484, 화합물

HRID 1743740노트

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HRID 1743740 반응식
[C:1]12[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=1)[NH:6][C:5](=[O:12])[O:4][C:2]2=[O:3].[H-].[Na+].[CH:15]1([CH2:21]Br)[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]1.C(OCC)(=O)C>CN(C)C(=O)C.O>[CH:15]1([CH2:21][N:6]2[C:5](=[O:12])[O:4][C:2](=[O:3])[C:1]3=[CH:11][CH:10]=[CH:9][CH:8]=[C:7]23)[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]1

참가 물질

7

반응물 4

HCID 8359Isatoic AnhydrideHCID 8857Ethyl AcetateHCID 24758Sodium hydrideHCID 137636Cyclohexane, (bromomethyl)-

생성물 1

HCID 9856484HCID 9856484, 화합물수율 23.1%

시약·촉매·용매 2

HCID 962Water용매HCID 31374Dimethylacetamide용매

반응 조건

온도
60 °C

실험 절차

815 mg (5 mmol) of isatoic acid anhydride is dissolved in 15 ml of N,N-dimethylacetamide and mixed under cover gas and in a moisture-free environment with 220 mg (5.5 mmol) of sodium hydride (60% dispersion in mineral oil). It is heated for 1 hour to 60° C. After cooling, 885 mg (5 mmol) of cyclohexylmethyl bromide is added, and the batch is heated to 60° C. for 4 hours. It is then diluted with water to 60 ml and shaken out three times with ethyl acetate. The combined organic phase is washed with water, dried, filtered and concentrated by evaporation. The residue is chromatographed on silica gel with hexane:ethyl acetate=1:1 as an eluant. 300 mg of N-cyclohexylmethylisatoic acid anhydride is obtained.

후처리

  1. temperatureIt is heated for 1 hour to 60° C
  2. temperatureAfter cooling
  3. washThe combined organic phase is washed with water
  4. customdried
  5. filtrationfiltered
  6. concentrationconcentrated by evaporation
  7. customThe residue is chromatographed on silica gel with hexane

출처 및 근거

ORD 기록
ord-429481f4452e47fcb5b93c1fc6f8d9c8
출처 데이터셋
uspto-grants-2006_03
특허 번호
US07012081B2

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