Formanilide → Aniline

HRID 27670

반응식

HRID 27670 반응식
C(N(CC)CC)C.[CH:8]([NH:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)=[O:9]>S([O-])([O-])(=O)=O.[Cu+2].[Cu]I.[Cu](Cl)Cl.N1C=CC=CC=1>[CH:8]([NH:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)=[O:9].[NH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

참가 물질

8

반응물 2

HCID 7671FormanilideHCID 8471Triethylamine

생성물 2

HCID 6115Aniline수율 84.1%HCID 7671Formanilide

시약·촉매·용매 4

HCID 24014Cupric Chloride촉매HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)촉매HCID 24462Copper Sulfate촉매HCID 1049Pyridine용매

실험 절차

The procedure of Example I is repeated except that 12.65 g (125 mmoles) of triethylamine is substituted for the pyridine and a mixture of 4.12 g (25 mmoles) of anhydrous copper(II) sulfate and 0.55 g (2.8 mmoles) of anhydrous copper(I) iodide is substituted for the copper(II) chloride. A strong exotherm and a rapid pressure drop of about 1125 psi over the course of a 180 minute residence period is observed. GLC and ALC analyses indicate that 12.56 g (103.7 mmoles) formanilide is formed. Based on aniline as the limiting reagent, a selectivity of 49.3 mole % formanilide at 84.1% aniline conversion is obtained.

후처리

  1. customover the course of a 180 minute residence period
  2. customis formed

출처 및 근거

ORD 기록
ord-913421370b914c17ad3002f161a8244b
출처 데이터셋
uspto-grants-1980_09
특허 번호
US04222959

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