Water → 1-[4-(2-Iodoethyl)phenyl]-5-phenylpentan-1-one

HRID 323810ノート

反応式

HRID 323810 の反応式
Br[CH2:2][CH2:3][C:4]1[CH:9]=[CH:8][C:7]([C:10](=[O:21])[CH2:11][CH2:12][CH2:13][CH2:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)=[CH:6][CH:5]=1.[I-:22].[Na+].O>CC(=O)CC>[I:22][CH2:2][CH2:3][C:4]1[CH:9]=[CH:8][C:7]([C:10](=[O:21])[CH2:11][CH2:12][CH2:13][CH2:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)=[CH:6][CH:5]=1

参加物

5

反応物 3

HCID 962WaterHCID 5238Sodium IodideHCID 221784791-[4-(2-Bromoethyl)phenyl]-5-phenylpentan-1-one

生成物 1

HCID 221784841-[4-(2-Iodoethyl)phenyl]-5-phenylpentan-1-one収率 83.2%

試薬・触媒・溶媒 1

HCID 6569Methyl Ethyl Ketone溶媒

実験手順

A solution of 1-[4-(2-bromoethyl)phenyl]-5-phenylpentan-1-one (18.2 g) and sodium iodide (9.5 g) in 2-butanone (180 ml) was stirred at 60° C. for 3.5 hours. The reaction mixture was poured into water and extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous sodium sulfate and the solvent was distilled away under reduced pressure to give a brown oily substance (19.2 g). The obtained brown oily substance was purified by silica gel column chromatography (eluent; hexane: ethyl acetate=20:1) to give 1-[4-(2-iodoethyl)phenyl]-5-phenylpentan-1-one (17.2 g) as a yellow oily substance.

後処理

  1. extractionextracted with ethyl acetate
  2. washThe organic layer was washed with saturated brine
  3. dry with materialdried over anhydrous sodium sulfate
  4. distillationthe solvent was distilled away under reduced pressure
  5. customto give a brown oily substance (19.2 g)
  6. customThe obtained brown oily substance was purified by silica gel column chromatography (eluent; hexane: ethyl acetate=20:1)

出典と根拠

ORDレコード
ord-9dad978608ac411b83ecc2652a2cfb41
出典データセット
uspto-grants-2001_04
特許番号
US06214873B1

反応ノート

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