Cesium carbonate → 4-Bromo-6-(2-methoxyethoxy)-2,3-dihydro-1H-isoindol-1-one

HRID 1247452노트

반응식

HRID 1247452 반응식
[Br:1][C:2]1[CH:10]=[C:9]([OH:11])[CH:8]=[C:7]2[C:3]=1[CH2:4][NH:5][C:6]2=[O:12].C([O-])([O-])=O.[Cs+].[Cs+].[CH3:19][O:20][CH2:21][CH2:22]Br>CN(C=O)C>[Br:1][C:2]1[CH:10]=[C:9]([O:11][CH2:22][CH2:21][O:20][CH3:19])[CH:8]=[C:7]2[C:3]=1[CH2:4][NH:5][C:6]2=[O:12]

참가 물질

5

반응물 3

HCID 10796Cesium carbonateHCID 809722-Bromoethyl methyl etherHCID 219075354-Bromo-6-hydroxy-2,3-dihydro-1H-isoindol-1-one

생성물 1

HCID 219075274-Bromo-6-(2-methoxyethoxy)-2,3-dihydro-1H-isoindol-1-one수율 101.7%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

A mixture of Example 104B (100 mg, 0.44 mmol), Cs2CO3 (163 mg, 0.5 mmol) and 2-bromoethyl methyl ether (0.045 mL, 0.46 mmol) in DMF (2.2 mL) was warmed to 60° C. for 4 hours, stirred at room temperature overnight, and partitioned between water and ethyl acetate. The organic phase was dried (Na2SO4), filtered, and concentrated to give 128 mg of the desired product. MS (ESI(+)) m/e 286,288 (M+H)+.

후처리

  1. custompartitioned between water and ethyl acetate
  2. dry with materialThe organic phase was dried (Na2SO4)
  3. filtrationfiltered
  4. concentrationconcentrated

출처 및 근거

ORD 기록
ord-2f2dc0653cac491ca24c37c70174eea8
출처 데이터셋
uspto-grants-2006_10
특허 번호
US07129260B2

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