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Potassium Carbonate → 2-((3-Bromophenoxy)methyl)pyridine

HRID 1061805
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HRID 1061805 반응식
[Br:1][C:2]1[CH:3]=[C:4]([OH:8])[CH:5]=[CH:6][CH:7]=1.Cl.[N:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[CH2:16]Cl.C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[Br:1][C:2]1[CH:3]=[C:4]([CH:5]=[CH:6][CH:7]=1)[O:8][CH2:16][C:11]1[CH:12]=[CH:13][CH:14]=[CH:15][N:10]=1
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참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 115633-BromophenolHCID 23392Picolyl chloride hydrochloride

생성물 1

HCID 222852832-((3-Bromophenoxy)methyl)pyridine수율 97%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

3-Bromophenol (1.00 g, 5.8 mmol), 2-picolyl chloride hydrochloride (950 mg, 5.8 mmol) and potassium carbonate (3.20 g, 23 mmol) were stirred together in DMF (10 mL) at room temperature overnight. The solvent was removed in vacuo, azeotroping with xylene to remove the last traces of DMF. The residual material was partitioned between ethyl acetate (70 mL) and water (70 mL), then the organic phase was washed with saturated sodium chloride solution (1×50 mL), was dried over magnesium sulfate, and was concentrated in vacuo to afford 2-(3-bromophenoxymethyl)pyridine (1.48 g, 97%). m/z (ES+) 265 [MH]+.

후처리

  1. customThe solvent was removed in vacuo
  2. customazeotroping with xylene
  3. customto remove the last traces of DMF
  4. customThe residual material was partitioned between ethyl acetate (70 mL) and water (70 mL)
  5. washthe organic phase was washed with saturated sodium chloride solution (1×50 mL)
  6. dry with materialwas dried over magnesium sulfate
  7. concentrationwas concentrated in vacuo

출처 및 근거

ORD 기록
ord-48a0ce49428b464f854f8657309d5f33
출처 데이터셋
uspto-grants-2005_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06960598B2

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