1-(2-Chloropyrimidin-5-yl)ethan-1-one → 2-(2-Chloropyrimidin-5-yl)propan-2-ol

HRID 1046098노트

반응식

HRID 1046098 반응식
[Cl:1][C:2]1[N:7]=[CH:6][C:5]([C:8](=[O:10])[CH3:9])=[CH:4][N:3]=1.[CH3:11][Mg+].[Br-]>C1COCC1>[Cl:1][C:2]1[N:7]=[CH:6][C:5]([C:8]([OH:10])([CH3:11])[CH3:9])=[CH:4][N:3]=1

참가 물질

4

반응물 2

HCID 137157421-(2-Chloropyrimidin-5-yl)ethan-1-oneHCID 178418689HCID 178418689, 화합물

생성물 1

HCID 137157472-(2-Chloropyrimidin-5-yl)propan-2-ol수율 51.1%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

반응 조건

온도
-78 °C

실험 절차

To a solution of 1-(2-chloropyrimidin-5-yl)ethanone (268 mg, 1.7 mmol) in THF (20 mL) was added MeMgBr (2.68 mL, 8.04 mmol) at −78° C. under nitrogen. The solution was stirred at −78° C. for 20 min, quenched with satd aq NH4Cl, and extracted with EtOAc. The combined organic layer was dried over anhydrous Na2SO4 and concentrated to give an oil, which was purified by prep TLC (PE:EA 3:1) to give 2-(2-chloropyrimidin-5-yl)propan-2-ol (150 mg, yield 51%).

후처리

  1. customquenched with satd aq NH4Cl
  2. extractionextracted with EtOAc
  3. dry with materialThe combined organic layer was dried over anhydrous Na2SO4
  4. concentrationconcentrated
  5. customto give an oil, which
  6. customwas purified by prep TLC (PE:EA 3:1)

출처 및 근거

ORD 기록
ord-1e03a37a646048bb874be26cc8541abf
출처 데이터셋
uspto-grants-2013_10
특허 번호
US08569292B2

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