Methyl iodide → Ethyl 2-(4-nitrophenyl)propionate

HRID 660332노트

반응식

HRID 660332 반응식
[CH2:1]([O:3][C:4](=[O:15])[CH2:5][C:6]1[CH:11]=[CH:10][C:9]([N+:12]([O-:14])=[O:13])=[CH:8][CH:7]=1)[CH3:2].[H-].[Na+].I[CH3:19]>CN(C=O)C>[CH2:1]([O:3][C:4](=[O:15])[CH:5]([C:6]1[CH:11]=[CH:10][C:9]([N+:12]([O-:14])=[O:13])=[CH:8][CH:7]=1)[CH3:19])[CH3:2]

참가 물질

5

반응물 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 79517Ethyl 4-nitrophenylacetate

생성물 1

HCID 3016550Ethyl 2-(4-nitrophenyl)propionate

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a stirred solution of (4-Nitro-phenyl)-acetic acid ethyl ester (3.88 g) in DMF (15 mL) was slowly added sodium hydride (0.78 g) and iodomethane (1.21 mL) at 0□. After stirred for 14 h at room temperature, this reaction mixture was quenched with water. This mixture was extracted with diethyl ether, and combined organic layer was dried over magnesium sulfate, filtered and concentrated in vacuo. The resulting residue was chromatographed on silica gel (n-Hex:EtOAc=10:1 to 4:1) to afford the product as pale yellow oil. (89.1%)

후처리

  1. customthis reaction mixture was quenched with water
  2. extractionThis mixture was extracted with diethyl ether
  3. dry with materialwas dried over magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo
  6. customThe resulting residue was chromatographed on silica gel (n-Hex:EtOAc=10:1 to 4:1)

출처 및 근거

ORD 기록
ord-f59f485e6c8a4ac985edc3572dcad748
출처 데이터셋
uspto-grants-2011_12
특허 번호
US08084484B2

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