Diiodomethane → N-[4-Chloro-2-methoxy-5-(1-methylcyclopropyl)phenyl]acetamide

HRID 588869노트

반응식

HRID 588869 반응식
[Cl:1][C:2]1[C:7]([C:8]([CH3:10])=[CH2:9])=[CH:6][C:5]([NH:11][C:12](=[O:14])[CH3:13])=[C:4]([O:15][CH3:16])[CH:3]=1.[CH2:17](I)I.[Zn](CC)CC>C1(C)C=CC=CC=1>[Cl:1][C:2]1[C:7]([C:8]2([CH3:17])[CH2:10][CH2:9]2)=[CH:6][C:5]([NH:11][C:12](=[O:14])[CH3:13])=[C:4]([O:15][CH3:16])[CH:3]=1

참가 물질

5

반응물 3

HCID 6346DiiodomethaneHCID 90455956N-[4-Chloro-2-methoxy-5-(1-methylethenyl)phenyl]acetamideHCID 178418750HCID 178418750, 화합물

생성물 1

HCID 90455914N-[4-Chloro-2-methoxy-5-(1-methylcyclopropyl)phenyl]acetamide수율 77.5%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

To a solution of N-(4-chloro-2-methoxy-5-(prop-1-en-2-yl)phenyl)acetamide (1.0 g, 4.17 mmol) in toluene (20 mL) at 0° C., CH2I2 (5.6 g, 20.86 mmol) and Et2Zn (41.7 mL, 41.7 mmol, 1.0 M in hexane) was added. The mixture was kept at 0° C. for 30 min, and then stirred at RT for 16 h. The reaction mixture was quenched with saturated NH4Cl solution and stirred for 15 min. The mixture was concentrated in vacuo to remove toluene and the resulting mixture was extracted with dichloromethane. The combined organic layer was washed with water and brine, dried over anhydrous Na2SO4, concentrated to afford the desired product (820 mg, 77% yield).

후처리

  1. customThe reaction mixture was quenched with saturated NH4Cl solution
  2. stirringstirred for 15 min
  3. concentrationThe mixture was concentrated in vacuo
  4. customto remove toluene
  5. extractionthe resulting mixture was extracted with dichloromethane
  6. washThe combined organic layer was washed with water and brine
  7. dry with materialdried over anhydrous Na2SO4
  8. concentrationconcentrated

출처 및 근거

ORD 기록
ord-57134825d82a4f77a7bc2fc95323b3a2
출처 데이터셋
uspto-grants-2016_01
특허 번호
US09227978B2

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