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Boron tribromide → HCID 57743039, 화합물

HRID 1926814
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HRID 1926814 반응식
B(Br)(Br)Br.[Cl:5][C:6]1[N:10]([CH2:11][N:12]2[CH2:16][CH:15]([CH2:17][CH2:18][CH3:19])[CH2:14][C:13]2=[O:20])[C:9]2[CH:21]=[C:22]([O:25]C)[CH:23]=[CH:24][C:8]=2[N:7]=1.C([O-])(O)=O.[Na+]>C(Cl)Cl>[Cl:5][C:6]1[N:10]([CH2:11][N:12]2[CH2:16][CH:15]([CH2:17][CH2:18][CH3:19])[CH2:14][C:13]2=[O:20])[C:9]2[CH:21]=[C:22]([OH:25])[CH:23]=[CH:24][C:8]=2[N:7]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 25134Boron tribromideHCID 516892Sodium BicarbonateHCID 57743073HCID 57743073, 화합물

생성물 1

HCID 57743039HCID 57743039, 화합물수율 35.6%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

Under argon, BBr3 (1 M in CH2Cl2) (1.86 ml, 1.8645 mmol, 2 eq) is added drop wise to a solution of 1-[(2-chloro-6-methoxy-1H-benzimidazol-1-yl)methyl]-4-propylpyrrolidin-2-one 305 (0.3 g, 0.9322 mmol, 1 eq) in dry CH2Cl2 (20 ml). After 48 hours at room temperature, saturated aqueous solution of NaHCO3 (20 ml) is added. The aqueous layer is extracted with CH2Cl2 (3×20 ml) then the combined organic layers are dried on anhydrous MgSO4, filtered off and evaporated under reduced pressure. The remaining pale yellow solid is recrystallized in MeCN/H2O (9/1) to yield 102 mg of 1-[(2-chloro-6-hydroxy-1H-benzimidazol-1-yl)methyl]-4-propylpyrrolidin-2-one 320 as a white solid.

후처리

  1. extractionThe aqueous layer is extracted with CH2Cl2 (3×20 ml)
  2. dry with materialthe combined organic layers are dried on anhydrous MgSO4
  3. filtrationfiltered off
  4. customevaporated under reduced pressure
  5. customThe remaining pale yellow solid is recrystallized in MeCN/H2O (9/1)

출처 및 근거

ORD 기록
ord-5115d0fb5ee54d6f8524005790d8ecf2
출처 데이터셋
uspto-grants-2012_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08183241B2

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