Ethanol → Ethyl 3-bromo-4-fluorobenzoate

HRID 1808210ノート

反応式

HRID 1808210 の反応式
[Br:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[F:11])[C:5]([OH:7])=[O:6].S(Cl)(Cl)=O.[CH3:16][CH2:17]O>C(OCC)(=O)C>[Br:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[F:11])[C:5]([O:7][CH2:16][CH3:17])=[O:6]

参加物

5

反応物 3

HCID 702EthanolHCID 24386Thionyl ChlorideHCID 705093-Bromo-4-fluorobenzoic acid

生成物 1

HCID 24770261Ethyl 3-bromo-4-fluorobenzoate収率 90.3%

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

実験手順

To a solution of compound 3-bromo-4-fluoro-benzoic acid (430 g, 1.97 mol, 1 eq) in EtOH (2.3 L) was added dropwise thionyl chloride (287 mL, 3.94 mol, 2 eq) at 10° C. Then the mixture was heated to reflux overnight. The mixture was concentrated in vacuum to give a residue. The residue was dissolved in ethyl acetate (800 mL), washed with aqueous sodium hydrogen carbonate, brine (300 mL) and water (200 mL), then concentrated in vacuo to give title compound as a white solid (440 g, 1.78 mol, 90.3%).

後処理

  1. temperatureThen the mixture was heated
  2. temperatureto reflux overnight
  3. concentrationThe mixture was concentrated in vacuum
  4. customto give a residue
  5. washwashed with aqueous sodium hydrogen carbonate, brine (300 mL) and water (200 mL)
  6. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-fe025316670441c9b4bfbc9deed22f96
出典データセット
uspto-grants-2013_01
特許番号
US08357711B2

反応ノート

読み込み中…