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Carbon Dioxide → 1-[2-(4-Hydroxyphenylamino)benzoyl]piperidine

HRID 1980486
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HRID 1980486 반응식
B(Br)(Br)Br.C[O:6][C:7]1[CH:12]=[CH:11][C:10]([NH:13][C:14]2[CH:27]=[CH:26][CH:25]=[CH:24][C:15]=2[C:16]([N:18]2[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]2)=[O:17])=[CH:9][CH:8]=1.C(=O)=O.C(O)(C)C>C(Cl)Cl>[OH:6][C:7]1[CH:8]=[CH:9][C:10]([NH:13][C:14]2[CH:27]=[CH:26][CH:25]=[CH:24][C:15]=2[C:16]([N:18]2[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]2)=[O:17])=[CH:11][CH:12]=1
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참가 물질

6

반응물 4

HCID 280Carbon DioxideHCID 3776IsopropanolHCID 25134Boron tribromideHCID 135056301-[2-(4-Methoxyphenylamino)benzoyl]piperidine

생성물 1

HCID 135056311-[2-(4-Hydroxyphenylamino)benzoyl]piperidine수율 68.9%

시약·촉매·용매 1

HCID 6344Dichloromethane
용매

실험 절차

Boron tribromide (10 ml in 25 ml of methylene dichloride) was added dropwise over a 30 minute period to a solution of 15.5 g of 1-[2-(4-methoxyphenylamino)benzoyl]piperidine in 80 ml of dry methylene dichloride cooled in a bath of Dry Ice and isopropyl alcohol. The reaction mixture was allowed to warm to room temperature and to stand overnight. The solvent was then removed in vacuo, and the residue was treated with 100 ml of distilled water and made basic with about 250 ml of saturated sodium bicarbonate solution. The solid which formed was collected by filtration and recrystallized from ethanol to give 10.2 g of 1-[2-(4-hydroxyphenylamino)benzoyl]piperidine, colorless powder, m.p. 199°-201° C.(decompn.).

후처리

  1. customThe solvent was then removed in vacuo
  2. additionthe residue was treated with 100 ml of distilled water
  3. customThe solid which formed
  4. filtrationwas collected by filtration
  5. customrecrystallized from ethanol

출처 및 근거

ORD 기록
ord-e628529834754a4181ef70f7caa56e50
출처 데이터셋
uspto-grants-1985_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04510139

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