Sodium hydride → Ethyl 2-(4-nitro-1H-imidazole-1-yl)octanoate

HRID 375112

반응식

HRID 375112 반응식
[N+:1]([C:4]1[N:5]=[CH:6][NH:7][CH:8]=1)([O-:3])=[O:2].[H-].[Na+].Br[CH:12]([CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23])[C:13]([O:15][CH2:16][CH3:17])=[O:14]>CN(C=O)C>[N+:1]([C:4]1[N:5]=[CH:6][N:7]([CH:12]([CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23])[C:13]([O:15][CH2:16][CH3:17])=[O:14])[CH:8]=1)([O-:3])=[O:2]

참가 물질

5

반응물 3

HCID 24758Sodium hydrideHCID 95580Ethyl 2-bromooctanoateHCID 178526856HCID 178526856, 화합물

생성물 1

HCID 10062368Ethyl 2-(4-nitro-1H-imidazole-1-yl)octanoate

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

4-Nitroimidazole (0.29 moles, 32.9 g in 30 ml DMF was treated portionwise with sodium hydride (0.29 moles, 11.6 g. 60% in mineral oil) and stirred for 45 minutes. Ethyl 2-bromooctanoate (0.29 moles, 73.1 g) was added dropwise over 1 hour. The reaction was stirred overnight at room temperature, poured onto ice water, and extracted with ethyl acetate. The organic phase was washed with brine, dried and concentrated to yield 91 g of ethyl 2-(4-nitro-1H-imidazol-1-yl)octanoate. (MS)

후처리

  1. stirringThe reaction was stirred overnight at room temperature
  2. additionpoured onto ice water
  3. extractionextracted with ethyl acetate
  4. washThe organic phase was washed with brine
  5. customdried
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-dbd66e6369174d8aa63f577dbde71f8d
출처 데이터셋
uspto-grants-1996_01
특허 번호
US05484780

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