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Dicyclohexylcarbodiimide → N,N'-Dicyclohexylurea

HRID 1728435
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HRID 1728435 반응식
N1(C2C=CN=CC=2)CCCC1.[O:12](C1C=CC(OCCO)=CC=1)C1C=CC=CC=1.FC1(F)CC1CC(O)=O.[CH:38]1([N:44]=[C:45]=[N:46][CH:47]2[CH2:52][CH2:51][CH2:50][CH2:49][CH2:48]2)[CH2:43][CH2:42][CH2:41][CH2:40][CH2:39]1>C(Cl)Cl>[CH:47]1([NH:46][C:45]([NH:44][CH:38]2[CH2:39][CH2:40][CH2:41][CH2:42][CH2:43]2)=[O:12])[CH2:52][CH2:51][CH2:50][CH2:49][CH2:48]1
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HCID 10868DicyclohexylcarbodiimideHCID 755674-PyrrolidinopyridineHCID 46767252-(4-Phenoxyphenoxy)ethanolHCID 144585032-(2,2-Difluorocyclopropyl)acetic acid

생성물 1

HCID 4277N,N'-Dicyclohexylurea

시약·촉매·용매 1

HCID 6344Dichloromethane용매

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온도
0 °C

실험 절차

0.1 g of 4-pyrrolidinopyridine and 2.53 g of 2-(4-phenoxyphenoxy)-ethanol are added to a solution of 1.5 g of 2-(2,2-difluorocyclopropyl)-acetic acid in 20 ml of methylene chloride, and the mixture is cooled to 0° C. At a temperature of from 0° C. to +5° C., a total of 2.5 g of N,N'-dicyclohexylcarbodiimide is added in portions, the ice-cooling is removed and the reaction mixture is allowed to warm to room temperature over a period of 5 hours with stirring. The N,N'-dicyclohexylurea obtained as precipitate is separated off and discarded. The supernatant solution is washed twice with 10 ml of water each time, dried over magnesium sulfate and concentrated by evaporation. The residue is purified by column chromatogaphy on silica gel (eluant: hexane/ethyl acetate, 85:15), yielding pure 2-(2,2-difluorocyclopropyl)-acetic acid 2-(4-phenoxyphenoxy)-ethyl ester in the form of a yellowish oil having a refractive index of nD22 : 1.5309.

후처리

  1. customis removed
  2. temperatureto warm to room temperature over a period of 5 hours

출처 및 근거

ORD 기록
ord-d795d8f87d914874bfd3426394c85519
출처 데이터셋
uspto-grants-1994_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05326901

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