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N-bromobutanimide → Ethyl (4-methoxy-2-nitrobenzyl)aminoacetate

HRID 2417513
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HRID 2417513 반응식
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH3:9])=[C:5]([N+:10]([O-:12])=[O:11])[CH:4]=1.C1C(C(OO)=O)=CC=CC=1.BrN1C(=O)CCC1=O.Cl.[CH2:32]([O:34][C:35](=[O:38])[CH2:36][NH2:37])[CH3:33].C(=O)([O-])O.[Na+]>C(O)C.C(OCC)(=O)C.C1C=CC=CC=1>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][NH:37][CH2:36][C:35]([O:34][CH2:32][CH3:33])=[O:38])=[C:5]([N+:10]([O-:12])=[O:11])[CH:4]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

9

반응물 5

HCID 67184N-bromobutanimideHCID 871374-Methyl-3-nitroanisoleHCID 516892Sodium BicarbonateHCID 523077Perbenzoic acidHCID 2723640Glycine ethyl ester, hydrochloride

생성물 1

HCID 86589883Ethyl (4-methoxy-2-nitrobenzyl)aminoacetate

시약·촉매·용매 3

HCID 241
Benzene
용매
HCID 702Ethanol용매
HCID 8857Ethyl Acetate용매

반응 조건

온도
80 °C

실험 절차

5.0 g (29 mmol) of 4-methoxy-1-methyl-2-nitrobenzene was added to a mixture of 50 ml of benzene, 50 ml of perbenzoic acid and 8 g (45 mmol) of N-bromosuccinimide, and they were stirred at 80° C. for one day. After the treatment with ethyl acetate as the extracting solvent by an ordinary method, the obtained crude product was dissolved in 50 ml of ethanol. 8.4 g (60 mmol) of glycine ethyl ester hydrochloride and 5.0 g (60 mmol) of sodium hydrogencarbonate were added to the obtained solution, and they were stirred at 70° C. overnight. The solvent was evaporated. After the extraction with ethyl acetate, the extract was washed with 1 N hydrochloric acid. The obtained aqueous layer was made basic with 1 N sodium hydroxide. After the extraction with ethyl acetate, the obtained organic layer was washed with saturated aqueous sodium chloride solution and then dried. The solvent was evaporated to obtain the title compound.

후처리

  1. stirringwere stirred at 70° C. overnight
  2. customThe solvent was evaporated
  3. extractionAfter the extraction with ethyl acetate
  4. washthe extract was washed with 1 N hydrochloric acid
  5. extractionAfter the extraction with ethyl acetate
  6. washthe obtained organic layer was washed with saturated aqueous sodium chloride solution
  7. customdried
  8. customThe solvent was evaporated

출처 및 근거

ORD 기록
ord-7edad9d9174f4994a96f9e2e856f35ba
출처 데이터셋
uspto-grants-2004_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06825191B2

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