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Benzyl Bromide → 2-Benzyloxy-2'-methoxybenzophenone

HRID 434205
ノート
印刷プレビュー

反応式

HRID 434205 の反応式
[OH:1][C:2]1[CH:17]=[CH:16][CH:15]=[CH:14][C:3]=1[C:4]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[O:12][CH3:13])=[O:5].C(=O)([O-])[O-].[K+].[K+].[CH2:24](Br)[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1>CS(C)=O.C(OCC)C.O>[CH2:24]([O:1][C:2]1[CH:17]=[CH:16][CH:15]=[CH:14][C:3]=1[C:4]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[O:12][CH3:13])=[O:5])[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 3

HCID 7498Benzyl BromideHCID 11430Potassium CarbonateHCID 100596522-Hydroxy-2'-methoxybenzophenone

生成物 1

HCID 100872422-Benzyloxy-2'-methoxybenzophenone

試薬・触媒・溶媒 3

HCID 679Dimethyl Sulfoxide溶媒HCID 962Water溶媒
HCID 3283
Diethyl Ether
溶媒

実験手順

A mixture of 2-hydroxy-2′-methoxybenzophenone (12) (8.08 g, 0.0354 mol), potassium carbonate (24.5 g, 0.177 mol) and benzyl bromide (4.4 mL, 0.037 mol) in 90 mL of dimethylsulfoxide was stirred overnight at room temperature. The resulting reaction mixture was diluted with diethyl ether and water and the aqueous layer was extracted with fresh diethyl ether. The combined organic layers were washed with water, followed by saturated NaCI and dried over sodium sulfate. After purification by flash column chromatography (silica gel, dichloromethane/hexanes eluent), 2-benzyloxy-2′-methoxybenzophenone (13) was obtained as a colorless oil.

後処理

  1. customThe resulting reaction mixture
  2. extractionthe aqueous layer was extracted with fresh diethyl ether
  3. washThe combined organic layers were washed with water
  4. dry with materialdried over sodium sulfate
  5. customAfter purification by flash column chromatography (silica gel, dichloromethane/hexanes eluent)

出典と根拠

ORDレコード
ord-117d1fab71174ab0b06793af68c685ab
出典データセット
uspto-grants-2003_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06670512B2

反応ノート

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