p-Bromoacetophenone → 2-(4-Bromophenyl)propan-2-ol

HRID 717133

反応式

HRID 717133 の反応式
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[O:10])[CH3:9])=[CH:4][CH:3]=1.[CH3:11][Mg]Br>O1CCCC1>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([OH:10])([CH3:11])[CH3:9])=[CH:4][CH:3]=1

参加物

4

反応物 2

HCID 7466p-BromoacetophenoneHCID 178418573HCID 178418573、化合物

生成物 1

HCID 126819202-(4-Bromophenyl)propan-2-ol収率 99.4%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
-50 °C

実験手順

1-(4-Bromophenyl)ethanone (9.25 g, 46.5 mmol) was dissolved in tetrahydrofuran (200 mL). The solution was cooled in a −50° C. bath. Methylmagnesium bromide (3M in ether, 46.5 mL, 139 mmol) was added over a 15 min period. The reaction was allowed to warm to room temperature and then stirred for 20 h. The reaction was quenched with saturated ammonium chloride and then extracted with ethyl acetate. The organic layer was dried over magnesium sulfate, filtered and concentrated to give an oil. The oil was purified on a silica gel column (0-20% ethyl acetate in hexanes) to give the product a colorless oil (9.1 g, 46.2 mmol, 91% yield). MS (ESI) m/z 197.1 [M]+, 199.1 [M+2]+.

後処理

  1. temperatureto warm to room temperature
  2. customThe reaction was quenched with saturated ammonium chloride
  3. extractionextracted with ethyl acetate
  4. dry with materialThe organic layer was dried over magnesium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customto give an oil
  8. customThe oil was purified on a silica gel column (0-20% ethyl acetate in hexanes)

出典と根拠

ORDレコード
ord-86522330519141088ca8b4867b553901
出典データセット
uspto-grants-2015_11
特許番号
US09193692B2

関連ノート

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