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

HRID 1970190ノート

反応式

HRID 1970190 の反応式
[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]

参加物

5

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 7187Benzoyl Peroxide触媒HCID 5943Carbon Tetrachloride溶媒

反応条件

温度
85 °C

実験手順

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%)

後処理

  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)

出典と根拠

ORDレコード
ord-e8ee87f661c146acb822e605fae1ca3e
出典データセット
uspto-grants-2013_04
特許番号
US08426604B2

反応ノート

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