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Methanol → N-(2-Methoxy-5-nitrophenyl)-4,4-dimethyl-3-oxopentanamide

HRID 1488905
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HRID 1488905 반응식
CO[C:3](=[O:11])[CH2:4][C:5](=[O:10])[C:6]([CH3:9])([CH3:8])[CH3:7].[CH3:12][O:13][C:14]1[CH:20]=[CH:19][C:18]([N+:21]([O-:23])=[O:22])=[CH:17][C:15]=1[NH2:16].CO>C1(C)C=CC=CC=1>[CH3:9][C:6]([CH3:7])([CH3:8])[C:5](=[O:10])[CH2:4][C:3]([NH:16][C:15]1[CH:17]=[C:18]([N+:21]([O-:23])=[O:22])[CH:19]=[CH:20][C:14]=1[O:13][CH3:12])=[O:11]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 887MethanolHCID 74472-Methoxy-5-nitroanilineHCID 99597Methyl pivaloylacetate

생성물 1

HCID 11162196N-(2-Methoxy-5-nitrophenyl)-4,4-dimethyl-3-oxopentanamide

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

Methyl-4,4-dimethyl-3-oxovalerate (15.8 g, 0.1 mol) and 2-methoxy-5-nitroaniline (16.8 g, 0.01 mol) were taken up in toluene (150 mL) in a round bottomed flask fitted with a Dean-Stark trap. The mixture was heated to a vigorous reflux while the MeOH side-product was distilled off and removed. After 4 hours, the mixture was cooled and the toluene removed in vacuo. The residue was recrystallized from acetonitrile to yield 27 g of the desired condensation product.

후처리

  1. customfitted with a Dean-Stark trap
  2. temperatureThe mixture was heated to
  3. distillationwas distilled off
  4. customremoved
  5. temperaturethe mixture was cooled
  6. customthe toluene removed in vacuo
  7. customThe residue was recrystallized from acetonitrile
  8. customto yield 27 g of the desired
  9. customcondensation product

출처 및 근거

ORD 기록
ord-494c3b27ba084c668774250a44afec1e
출처 데이터셋
uspto-grants-1997_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05677114

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