2-Pyrrolidone → Ethyl 4-(2-bromopropanoyl)benzoate

HRID 606579ノート

反応式

HRID 606579 の反応式
[C:1]([C:5]1[CH:15]=[CH:14][C:8]([C:9]([O:11][CH2:12][CH3:13])=[O:10])=[CH:7][CH:6]=1)(=[O:4])[CH2:2][CH3:3].C1CNC(=O)C1.[Br:22][Br-]Br.N1CCCC1=O>C1COCC1>[CH2:12]([O:11][C:9](=[O:10])[C:8]1[CH:14]=[CH:15][C:5]([C:1](=[O:4])[CH:2]([Br:22])[CH3:3])=[CH:6][CH:7]=1)[CH3:13]

参加物

4

反応物 2

HCID 120252-PyrrolidoneHCID 24727466Ethyl 4-propanoylbenzoate

生成物 1

HCID 71424477Ethyl 4-(2-bromopropanoyl)benzoate

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

Ethyl 4-propionylbenzoate (2.0 mmol), pyrrolidinone hydrotribromide (2.1 mmol) and 2-pyrrolidinone (2.2 mmol) were heated in THF (20 mL) at 50 C for 2.5 h. The mixture was cooled, filtered, concentrated under vacuum and the residual oil partitioned between H2O and MTBE. The aqueous layer was extracted with MTBE, and the combined organic layers were washed with saturated aqueous sodium metabisulfite solution, H2O, brine, dried over MgSO4 and the solvent removed under vacuum. The residue was purified by flash column chromatography (9:1 IHexane: MTBE) to afford ethyl-4(2′-bromopropionyl)benzoate as a clear oil.

後処理

  1. temperatureThe mixture was cooled
  2. filtrationfiltered
  3. concentrationconcentrated under vacuum
  4. customthe residual oil partitioned between H2O and MTBE
  5. extractionThe aqueous layer was extracted with MTBE
  6. washthe combined organic layers were washed with saturated aqueous sodium metabisulfite solution, H2O, brine
  7. dry with materialdried over MgSO4
  8. customthe solvent removed under vacuum
  9. customThe residue was purified by flash column chromatography (9:1 IHexane: MTBE)

出典と根拠

ORDレコード
ord-9f111510cfe34fd8b557726ce23a9836
出典データセット
uspto-grants-2011_03
特許番号
US07915300B2

反応ノート

読み込み中…