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

HRID 2165939노트

반응식

HRID 2165939 반응식
[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]

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 180Acetone용매2회

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-6b8f82f9dd2b41a1bf65120175688d3d
출처 데이터셋
uspto-grants-1990_07
특허 번호
US04942245

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