Nitric Acid → 2-Cyclopropylaniline

HRID 379690

반응식

HRID 379690 반응식
[CH:1]1([C:4]2[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=2)[CH2:3][CH2:2]1.[N+:10]([O-])(O)=O.[OH-].[Na+].[N+](C1CC1C1C=CC=CC=1)([O-])=O.[N+](C1C=CC(C2CC2)=CC=1)([O-])=O>C(OC(=O)C)(=O)C.C(O)C.O=[Pt]=O>[CH:1]1([C:4]2[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=2[NH2:10])[CH2:3][CH2:2]1

참가 물질

9

반응물 5

HCID 944Nitric AcidHCID 14798Sodium HydroxideHCID 70112CyclopropylbenzeneHCID 3127131-Cyclopropyl-4-nitrobenzeneHCID 125510461-Nitro-2-phenylcyclopropane

생성물 1

HCID 766182-Cyclopropylaniline

시약·촉매·용매 3

HCID 345198Adams' catalyst촉매HCID 702Ethanol용매HCID 7918Acetic Anhydride용매

실험 절차

A solution of 5 g (42 mmol) of cyclopropylbenzene in 20 ml of acetic anhydride is cooled to 15° C. While keeping the temperature below 20° C., 3.7 ml of 68% nitric acid are added slowly. The reaction mixture is stirred for one hour at that temperature, hydrolysed, rendered alkaline with 2N sodium hydroxide solution and extracted twice with 100 ml of ether. The organic phase is then dried and concentrated to yield a mixture of 2-nitrocyclo-propylbenzene and 4-nitrocyclopropylbenzene. The mixture is dissolved in 15 ml of ethanol and hydrogenated at normal temperature and pressure in the presence of 50 mg of PtO2. The residue obtained after filtering off the catalyst and evaporating off the solvent is purified by chromatography on silica gel to yield the title product.

후처리

  1. additionare added slowly
  2. extractionextracted twice with 100 ml of ether
  3. customThe organic phase is then dried
  4. concentrationconcentrated
  5. customto yield
  6. customThe residue obtained
  7. filtrationafter filtering off the catalyst
  8. customevaporating off the solvent
  9. customis purified by chromatography on silica gel

출처 및 근거

ORD 기록
ord-29265d846b3847d3971aad7b8a174bcc
출처 데이터셋
uspto-grants-2001_10
특허 번호
US06300366B1

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