N-bromobutanimide → 2-(4-Bromomethyl-3-trifluoromethyl-phenyl)-propan-2-ol

HRID 1970190노트

반응식

HRID 1970190 반응식
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([OH:11])([CH3:10])[CH3:9])=[CH:4][C:3]=1[C:12]([F:15])([F:14])[F:13].[Br:16]N1C(=O)CCC1=O>C(Cl)(Cl)(Cl)Cl.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>[Br:16][CH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([OH:11])([CH3:10])[CH3:9])=[CH:4][C:3]=1[C:12]([F:13])([F:14])[F:15]

참가 물질

5

반응물 2

HCID 67184N-bromobutanimideHCID 672412752-(4-Methyl-3-trifluoromethyl-phenyl)-propan-2-ol

생성물 1

HCID 672413992-(4-Bromomethyl-3-trifluoromethyl-phenyl)-propan-2-ol수율 76%

시약·촉매·용매 2

HCID 7187Benzoyl Peroxide촉매HCID 5943Carbon Tetrachloride용매

반응 조건

온도
85 °C

실험 절차

A mixture of 2-(4-Methyl-3-trifluoromethyl-phenyl)-propan-2-ol (0.436 g, 2 mmol), N-Bromosuccinimide (356 mg, 2 mmol) and benzoyl peroxide (15 mg) in CCl4 (8 mL) was stirred at 85° C. for 16 hrs. The reaction mixture was then partitioned between saturated aqueous NaHCO3 and DCM. DCM layer was dried over Na2SO4, filtered, and the solvent evaporated in vacuo to yield a crude solid which was purified via flash chromatography (15% EtOAc in n-heptane) to yield the title compound as a solid (450 mg, 76%)

후처리

  1. customThe reaction mixture was then partitioned between saturated aqueous NaHCO3 and DCM
  2. dry with materialDCM layer was dried over Na2SO4
  3. filtrationfiltered
  4. customthe solvent evaporated in vacuo
  5. customto yield a crude solid which
  6. customwas purified via flash chromatography (15% EtOAc in n-heptane)

출처 및 근거

ORD 기록
ord-e8ee87f661c146acb822e605fae1ca3e
출처 데이터셋
uspto-grants-2013_04
특허 번호
US08426604B2

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