Acetone → 1-[5-(Benzyloxy)-2-hydroxyphenyl]ethan-1-one

HRID 553261ノート

反応式

HRID 553261 の反応式
[CH3:1][C:2]([C:4]1[CH:9]=[C:8]([OH:10])[CH:7]=[CH:6][C:5]=1[OH:11])=[O:3].[CH2:12](Br)[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.C(=O)([O-])[O-].[K+].[K+].CC(C)=O>O>[CH3:1][C:2]([C:4]1[CH:9]=[C:8]([O:10][CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH:7]=[CH:6][C:5]=1[OH:11])=[O:3]

参加物

6

反応物 4

HCID 180AcetoneHCID 7498Benzyl BromideHCID 102792-AcetylhydroquinoneHCID 11430Potassium Carbonate

生成物 1

HCID 128709281-[5-(Benzyloxy)-2-hydroxyphenyl]ethan-1-one収率 41.1%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

2,5-dihydroxyacetophenone (5.00 g, 0.0329 mol), benzyl bromide (3.72 ml, 0.031 mol), potassium carbonate (4.31 g, 0.031 mol) and acetone (150 ml) were added to a 500 ml round bottom flask. The reaction mixture was heated overnight at reflux and then was cooled to ambient temperature. When cool, deionized water (150 ml) was added to the reaction mixture and the reaction mixture was extracted three times with 100 ml portions of diethyl ether. The combined ether layers were dried with sodium sulfate and concentrated in vacuo yielding a dark solid. This dark solid was recrystallized from 50:50 (ethanol:water) yielding 3.09 g of 2-hydroxy-5-benzyloxyacetophenone as yellow needles.

後処理

  1. temperatureThe reaction mixture was heated overnight
  2. temperatureat reflux
  3. temperatureWhen cool
  4. extractionthe reaction mixture was extracted three times with 100 ml portions of diethyl ether
  5. dry with materialThe combined ether layers were dried with sodium sulfate
  6. concentrationconcentrated in vacuo
  7. customyielding a dark solid
  8. customThis dark solid was recrystallized from 50:50 (ethanol:water)

出典と根拠

ORDレコード
ord-d755e2f051d445ca9a52a9df235a0a4d
出典データセット
uspto-grants-2011_05
特許番号
US07951971B1

反応ノート

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