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Ethyl Acetate → Tert-butyl 7-(3-isopropoxy-4-nitrophenyl)-1,7-diazaspiro[4.4]nonane-1-carboxylate

HRID 518857
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인쇄 미리보기

반응식

HRID 518857 반응식
[N:1]1([C:10]([O:12][C:13]([CH3:16])([CH3:15])[CH3:14])=[O:11])[C:5]2([CH2:9][CH2:8][NH:7][CH2:6]2)[CH2:4][CH2:3][CH2:2]1.F[C:18]1[CH:23]=[CH:22][C:21]([N+:24]([O-:26])=[O:25])=[C:20]([O:27][CH:28]([CH3:30])[CH3:29])[CH:19]=1.C(=O)([O-])[O-].[K+].[K+].C(OCC)(=O)C>CS(C)=O>[N+:24]([C:21]1[CH:22]=[CH:23][C:18]([N:7]2[CH2:8][CH2:9][C:5]3([N:1]([C:10]([O:12][C:13]([CH3:16])([CH3:15])[CH3:14])=[O:11])[CH2:2][CH2:3][CH2:4]3)[CH2:6]2)=[CH:19][C:20]=1[O:27][CH:28]([CH3:30])[CH3:29])([O-:26])=[O:25]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 8857Ethyl AcetateHCID 11430Potassium CarbonateHCID 106318324-Fluoro-1-nitro-2-(propan-2-yloxy)benzeneHCID 426145731,7-Diaza-spiro(4.4)nonane-1-carboxylic acid tert-butyl ester

생성물 1

HCID 86698010Tert-butyl 7-(3-isopropoxy-4-nitrophenyl)-1,7-diazaspiro[4.4]nonane-1-carboxylate수율 63.3%

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

실험 절차

A mixture of 3.0 g of tert-butyl 1,7-diazaspiro[4.4]nonane-1-carboxylate and 2.64 g of 4-fluoro-1-nitro-2-(propan-2-yloxy)benzene (obtained according to method 6), and 2.75 g of potassium carbonate in DMSO is stirred at ambient temperature overnight. The mixture is taken up with ethyl acetate and washed twice with 10 volumes of water. The organic phase is dried over magnesium sulfate and concentrated under vacuum. The crude product is purified on 120 g of silica, elution being carried out with dichloromethane, so as to obtain 3.40 g of 2-methylpropan-2-yl 7-[4-nitro-3-(propan-2-yloxy)phenyl]-1,7-diazaspiro[4.4]nonane-1-carboxylate in the form of a dark yellow solid.

후처리

  1. washwashed twice with 10 volumes of water
  2. dry with materialThe organic phase is dried over magnesium sulfate
  3. concentrationconcentrated under vacuum
  4. customThe crude product is purified on 120 g of silica, elution

출처 및 근거

ORD 기록
ord-5cf24f6c4d214560829e5e772a758ab7
출처 데이터셋
uspto-grants-2015_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09115140B2

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