Benzyl Bromide → Benzyl 4-hydroxybutanoate

HRID 1648199

反応式

HRID 1648199 の反応式
[OH:1][CH2:2][CH2:3][CH2:4][C:5]([O-:7])=[O:6].[Na+].[CH2:9](Br)[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1>CN(C=O)C.C(OCC)(=O)C>[OH:1][CH2:2][CH2:3][CH2:4][C:5]([O:7][CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)=[O:6]

参加物

5

反応物 2

HCID 7498Benzyl BromideHCID 23663870Sodium Oxybate

生成物 1

HCID 14443958Benzyl 4-hydroxybutanoate収率 90%

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒2 回

実験手順

Sodium 4-hydroxybutyrate (25 g, 0.2 mol) and benzyl bromide (37 g, 0.22 mol) were dissolved in a mixed solvent of DMF (40 ml) and ethyl acetate (50 ml), and the reaction mixture was heated and refluxed for 4 hours. Then, the reaction mixture was allowed to cool to room temperature, diluted with a proper amount of ethyl acetate, washed with saturated saline solution, dried over anhydrous sodium sulfate and concentrated under reduced pressure to give an oily product. The resulted product was purified by silica gel column chromatography (eluent:hexane/ethyl acetate=4/1) to give 34.9 g of benzyl 4-hydroxybutyrate. Yield: 90%.

後処理

  1. temperaturethe reaction mixture was heated
  2. temperaturerefluxed for 4 hours
  3. washwashed with saturated saline solution
  4. dry with materialdried over anhydrous sodium sulfate
  5. concentrationconcentrated under reduced pressure
  6. customto give an oily product
  7. customThe resulted product was purified by silica gel column chromatography (eluent:hexane/ethyl acetate=4/1)

出典と根拠

ORDレコード
ord-8589ef1ff6444beb9f10a15383b1c7f5
出典データセット
uspto-grants-1995_07
特許番号
US05436221

関連ノート

読み込み中…