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Ammonium Chloride → 2-(3-Bromophenyl)pyridine

HRID 45454
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HRID 45454 반응식
C(O[C:9]1[C:14](C=O)=[CH:13][CH:12]=[CH:11][C:10]=1[C:17]1C=[CH:21][CH:20]=[CH:19][CH:18]=1)C1C=CC=CC=1.C[Mg][Br:25].[Cl-].[NH4+:27]>O1CCCC1>[Br:25][C:14]1[CH:9]=[C:10]([C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][N:27]=2)[CH:11]=[CH:12][CH:13]=1
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참가 물질

5

반응물 3

HCID 25517Ammonium ChlorideHCID 218409602-(Benzyloxy)-[1,1'-biphenyl]-3-carbaldehydeHCID 178418573HCID 178418573, 화합물

생성물 1

HCID 111155062-(3-Bromophenyl)pyridine수율 98%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

A solution of 2-(benzyloxy)biphenyl-3-carbaldehyde (5.55 g, 20 mmol) in anhydrous tetrahydrofuran (100 mL) was stirred under nitrogen on an water bath at room temperature and 3M methyl magnesium bromide in tetrahydrofuran (10 mL, 30 mmol, 1.5 equiv.) was added. Stirring was continued at room temperature for 40 min. The reaction mixture was poured onto saturated ammonium chloride (200 mL) and extracted with ethyl acetate (2×200 mL). The organic extract was washed with water (100 mL), dried over sodium sulfate and stripped to afford pure 1 (6 g, 98%).

후처리

  1. extractionextracted with ethyl acetate (2×200 mL)
  2. extractionThe organic extract
  3. washwas washed with water (100 mL)
  4. dry with materialdried over sodium sulfate

출처 및 근거

ORD 기록
ord-f9f5bd13bb0c4058897facaece17fc47
출처 데이터셋
uspto-grants-2013_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08541522B2

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