Ethyl diazoacetate → HCID 90460711, 화합물

HRID 588890노트

반응식

HRID 588890 반응식
[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][C:10]=1[Cl:11])[NH:7][CH:6]=[CH:5]2.[N+](=[CH:14][C:15]([O:17][CH2:18][CH3:19])=[O:16])=[N-]>C(Cl)Cl.C(S([O-])(=O)=O)(F)(F)F.C(S([O-])(=O)=O)(F)(F)F.[Cu+2]>[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][C:10]=1[Cl:11])[NH:7][CH:6]=[C:5]2[CH2:14][C:15]([O:17][CH2:18][CH3:19])=[O:16]

참가 물질

5

반응물 2

HCID 12192Ethyl diazoacetateHCID 104877765,6-dichloro-1H-indole

생성물 1

HCID 90460711HCID 90460711, 화합물수율 8.2%

시약·촉매·용매 2

HCID 2734996copper(II) trifluoromethanesulfonate촉매HCID 6344Dichloromethane용매

실험 절차

To a mixture of 5,6-dichloro-1H-indole (1.0 g, 5.37 mmol), Cu(OTf)2 (194 mg, 0.537 mmol) in DCM (15 mL) at RT, ethyl 2-diazoacetate (918 mg, 8.05 mmol) was added dropwise. The resulting mixture was stirred at RT for 16 h, quenched with water, and then extracted dichloromethane. The organic layer was dried over Na2SO4, filtered and concentrated in vacuo. The residue was purified by Prep-HPLC to afford the desired product (120 mg, 8.2% yield) as light yellow solid. ESI-MS m/z: 272.1[M+H]+.

후처리

  1. customquenched with water
  2. dry with materialThe organic layer was dried over Na2SO4
  3. filtrationfiltered
  4. concentrationconcentrated in vacuo
  5. customThe residue was purified by Prep-HPLC

출처 및 근거

ORD 기록
ord-c5396f372b9e450bb668e57b1ee9d9f7
출처 데이터셋
uspto-grants-2016_01
특허 번호
US09227978B2

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