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Boron tribromide → HCID 136388719, 화합물

HRID 42665
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HRID 42665 반응식
C([O:8][C:9]1[CH:10]=[C:11]([C:26]2[N:27]=[N:28][N:29]([C:31]3[CH:36]=[CH:35][C:34]([C:37]([F:40])([F:39])[F:38])=[CH:33][N:32]=3)[N:30]=2)[CH:12]=[C:13]([N+:23]([O-:25])=[O:24])[C:14]=1[O:15]CC1C=CC=CC=1)C1C=CC=CC=1.B(Br)(Br)Br>ClCCl>[N+:23]([C:13]1[CH:12]=[C:11]([C:26]2[N:27]=[N:28][N:29]([C:31]3[CH:36]=[CH:35][C:34]([C:37]([F:40])([F:39])[F:38])=[CH:33][N:32]=3)[N:30]=2)[CH:10]=[C:9]([OH:8])[C:14]=1[OH:15])([O-:25])=[O:24]
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HCID 25134Boron tribromideHCID 687056332-(5-(3,4-bis(benzyloxy)-5-nitrophenyl)-2H-tetrazol-2-yl)-5-(trifluoromethyl)pyridine

생성물 1

HCID 136388719HCID 136388719, 화합물

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
-78 °C

실험 절차

A solution of 2-(5-(3,4-bis(benzyloxy)-5-nitrophenyl)-2H-tetrazol-2-yl)-5-(trifluoromethyl)pyridine (0.274 g, 0.5 mmol) in dichloromethane (15 mL) was cooled to −78° C. with stirring under argon and treated with boron tribromide (1.00 g, 4.00 mmol) dropwise. The resulting deep purple suspension was then allowed to stir at room temperature for one hour before cooling again to −78° C. The mixture was quenched by the careful addition of methanol. After stirring at room temperature for thirty minutes, the volatiles were evaporated and the residue stirred with 2 N hydrochloric acid (5 mL) for thirty minutes. The resulting solid was filtered off, washed with water (25 mL) and then cold isopropanol (5 mL) to give 3-nitro-5-(2-(5-(trifluoromethyl)pyridin-2-yl)-2H-tetrazol-5-yl)benzene-1,2-diol as a yellow solid, 0.165 g, (90%).

후처리

  1. stirringto stir at room temperature for one hour
  2. customThe mixture was quenched by the careful addition of methanol
  3. stirringAfter stirring at room temperature for thirty minutes
  4. customthe volatiles were evaporated
  5. stirringthe residue stirred with 2 N hydrochloric acid (5 mL) for thirty minutes
  6. filtrationThe resulting solid was filtered off
  7. washwashed with water (25 mL)

출처 및 근거

ORD 기록
ord-abdaf945375148b3bb5437435d36df8e
출처 데이터셋
uspto-grants-2013_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08536203B2

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