Potassium Iodide → 4-(4-Acetyl-3-hydroxy-2-propylphenylthio)butylbromide

HRID 2165939ノート

反応式

HRID 2165939 の反応式
[Br:1][CH2:2][CH2:3][CH2:4][CH2:5]Br.C(=O)([O-])[O-].[K+].[K+].[I-].[K+].[OH:15][C:16]1[C:21]([CH2:22][CH2:23][CH3:24])=[C:20]([SH:25])[CH:19]=[CH:18][C:17]=1[C:26](=[O:28])[CH3:27]>CC(C)=O>[C:26]([C:17]1[CH:18]=[CH:19][C:20]([S:25][CH2:5][CH2:4][CH2:3][CH2:2][Br:1])=[C:21]([CH2:22][CH2:23][CH3:24])[C:16]=1[OH:15])(=[O:28])[CH3:27]

参加物

6

反応物 4

HCID 4875Potassium IodideHCID 80561,4-DibromobutaneHCID 11430Potassium CarbonateHCID 132955181-(2-Hydroxy-3-propyl-4-sulfanylphenyl)ethan-1-one

生成物 1

HCID 157123844-(4-Acetyl-3-hydroxy-2-propylphenylthio)butylbromide収率 52.6%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒2 回

実験手順

To a refluxing mixture of 1.4-dibromobutane (32.9 g), anhydrous potassium carbonate (5.25 g) and potassium iodide (1 g) in acetone (100 ml) was added dropwise a solution of 2'-hydroxy-4'-mercapto-3'-propylacetophenone (8.00 g) in acetone (20 ml) during an hour and refluxed for 2 hours. The mixture was filtered off and the solvent was evaporated. The resulting residue was purified by silica gel column chromatography, eluting with benzene, to give the title compound (6.90 g, 52.6 %) as yellow oil.

後処理

  1. temperaturerefluxed for 2 hours
  2. filtrationThe mixture was filtered off
  3. customthe solvent was evaporated
  4. customThe resulting residue was purified by silica gel column chromatography
  5. washeluting with benzene

出典と根拠

ORDレコード
ord-6b8f82f9dd2b41a1bf65120175688d3d
出典データセット
uspto-grants-1990_07
特許番号
US04942245

反応ノート

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