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N-bromobutanimide → 2-(Bromomethyl)-5-(2'-methoxy-5'-fluorophenyl)tetrahydrofuran

HRID 1919509
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인쇄 미리보기

반응식

HRID 1919509 반응식
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([F:9])=[CH:5][C:4]=1[CH:10]([OH:15])[CH2:11][CH2:12][CH:13]=[CH2:14].[Br:16]N1C(=O)CCC1=O>C(Cl)Cl>[Br:16][CH2:14][CH:13]1[CH2:12][CH2:11][CH:10]([C:4]2[CH:5]=[C:6]([F:9])[CH:7]=[CH:8][C:3]=2[O:2][CH3:1])[O:15]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 67184N-bromobutanimideHCID 674998421-(2'-Methoxy-5'-fluorophenyl)pent-4-en-1-ol

생성물 1

HCID 674991042-(Bromomethyl)-5-(2'-methoxy-5'-fluorophenyl)tetrahydrofuran수율 44%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of 1-(2′-methoxy-5′-fluorophenyl)pent-4-en-1-ol (3.24 g, 18.0 mmol) in dry CH2Cl2 (50 mL) at 0° C. was added portionwise N-bromosuccinimide (NBS, 3.56 g, 20.0 mmol) portionwise and the reaction was warmed to room temperature for 12 h. Solvent was then removed in vacuo and the residue was purified by flash column chromatography (10% EtOAc in Hexane, Rf=0.28) to give the product (2.28 g, 44%) as an oil.

후처리

  1. customSolvent was then removed in vacuo
  2. customthe residue was purified by flash column chromatography (10% EtOAc in Hexane, Rf=0.28)

출처 및 근거

ORD 기록
ord-5cf6613acdeb4b2ab32af2cda0136a6e
출처 데이터셋
uspto-grants-2012_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08168635B2

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