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Dimethyl Sulfoxide → 4-(4-(2-Amino-2-methylpropyl)phenoxy)benzamide

HRID 1824302
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HRID 1824302 반응식
OO.[NH2:3][C:4]([CH3:22])([CH3:21])[CH2:5][C:6]1[CH:20]=[CH:19][C:9]([O:10][C:11]2[CH:18]=[CH:17][C:14]([C:15]#[N:16])=[CH:13][CH:12]=2)=[CH:8][CH:7]=1.C([O-])([O-])=[O:24].[K+].[K+].CS(C)=O>O>[NH2:3][C:4]([CH3:22])([CH3:21])[CH2:5][C:6]1[CH:7]=[CH:8][C:9]([O:10][C:11]2[CH:18]=[CH:17][C:14]([C:15]([NH2:16])=[O:24])=[CH:13][CH:12]=2)=[CH:19][CH:20]=1
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참가 물질

6

반응물 4

HCID 679Dimethyl SulfoxideHCID 784Hydrogen PeroxideHCID 11430Potassium CarbonateHCID 221477714-(4-(2-Amino-2-methylpropyl)phenoxy)benzonitrile

생성물 1

HCID 118329614-(4-(2-Amino-2-methylpropyl)phenoxy)benzamide수율 169.7%

시약·촉매·용매 1

HCID 962
Water
용매

실험 절차

Aqueous 30% H2O2 (62.1 mL, 548 mmol) was added dropwise to a mixture of 4-(4-(2-amino-2-methylpropyl)phenoxy)benzonitrile (53.2 g, 200 mmol), K2CO3 (15.78 g, 114 mmol) and DMSO (270 mL) over 20 min while the temperature was held at 20° C. with a cooling bath. The mixture was stirred at this temperature for 1 h after the addition was complete, and then water (209 mL) was added slowly. The slurry was cooled in an ice bath with stirring for 1 h, and the product was then filtered, washed with water and dried in vacuo at 50° C. to yield 55.0 g (97%) of white solid. Analysis by HPLC indicated purity of >99%. NMR.

후처리

  1. customwas held at 20° C. with a cooling bath
  2. additionafter the addition
  3. temperatureThe slurry was cooled in an ice bath
  4. stirringwith stirring for 1 h
  5. filtrationthe product was then filtered
  6. washwashed with water
  7. customdried in vacuo at 50° C.

출처 및 근거

ORD 기록
ord-802aa49126be4e908e3c49afe91dd240
출처 데이터셋
uspto-grants-2006_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07041684B2

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