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Benzyl Bromide → 2-Benzyloxy-2'-methoxybenzophenone

HRID 434205
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HRID 434205 반응식
[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
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 3

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

생성물 1

HCID 100872422-Benzyloxy-2'-methoxybenzophenone

시약·촉매·용매 3

HCID 679Dimethyl Sulfoxide용매HCID 962Water용매
HCID 3283
Diethyl Ether
용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-117d1fab71174ab0b06793af68c685ab
출처 데이터셋
uspto-grants-2003_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06670512B2

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