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Benzene → 2-(4-Methoxyphenyl)-2-methyl-5-benzyloxy-6,7-dichloro-1-indanone

HRID 1447673
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HRID 1447673 반응식
C[C:2](C)([O-:4])C.[K+].[CH3:7][CH:8]1[CH2:16][C:15]2[C:10](=[C:11]([Cl:26])[C:12]([Cl:25])=[C:13]([O:17][CH2:18][C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)[CH:14]=2)[C:9]1=[O:27].[CH:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1.O>C(O)(C)(C)C>[CH3:2][O:4][C:28]1[CH:33]=[CH:32][C:31]([C:8]2([CH3:7])[CH2:16][C:15]3[C:10](=[C:11]([Cl:26])[C:12]([Cl:25])=[C:13]([O:17][CH2:18][C:19]4[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=4)[CH:14]=3)[C:9]2=[O:27])=[CH:30][CH:29]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 241BenzeneHCID 962WaterHCID 124236142-Methyl-5-benzyloxy-6,7-dichloro-1-indanoneHCID 23665647Potassium tert-butoxide

생성물 1

HCID 124236152-(4-Methoxyphenyl)-2-methyl-5-benzyloxy-6,7-dichloro-1-indanone

시약·촉매·용매 1

HCID 6386tert-Butanol용매
2회

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온도
25 °C

실험 절차

Potassium tert-butoxide (8.42 g., 0.075 mole) dissolved in tert-butanol (450 ml.) is added to a refluxing solution of 2-methyl-5-benzyloxy-6,7-dichloro-1-indanone (16.1 g., 0.05 mole) in tert-butanol (150 ml.)-benzene (600 ml.), refluxing is continued for 2.5 hrs., then 4,4'-dimethoxydiphenyliodonium chloride (37.66 g., 0.10 mole) is added and refluxing is continued for 3 hrs. The reaction mixture is cooled to 25° C., 500 ml. water added, and the mixture concentrated in vacuo to give a brown oil which on ether extraction, drying over anhydrous magnesium sulfate, removal of the ether and chromatographing of the residue on silica gel with chloroform gives 3.44 g. of 2-(4-methoxyphenyl)-2-methyl-5-benzyloxy-6,7-dichloro-1-indanone which melts at 115°-119° C. and is used without further purification.

후처리

  1. temperaturerefluxing
  2. temperaturerefluxing
  3. waitis continued for 3 hrs
  4. concentrationthe mixture concentrated in vacuo
  5. customto give a brown oil which
  6. extractionon ether extraction
  7. dry with materialdrying over anhydrous magnesium sulfate, removal of the ether and chromatographing of the residue on silica gel with chloroform
  8. customgives 3.44 g
  9. customof 2-(4-methoxyphenyl)-2-methyl-5-benzyloxy-6,7-dichloro-1-indanone which melts at 115°-119° C. and is used without further purification

출처 및 근거

ORD 기록
ord-5921716aea884320a57bc9c02d04f217
출처 데이터셋
uspto-grants-1979_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04177285

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