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Water → 1-[3-(3,4-Dichloro-benzyloxy)-phenyl]-ethanone

HRID 879718
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HRID 879718 반응식
[OH:1][C:2]1[CH:3]=[C:4]([C:8](=[O:10])[CH3:9])[CH:5]=[CH:6][CH:7]=1.C([O-])([O-])=O.[K+].[K+].[Cl:17][C:18]1[CH:19]=[C:20]([CH:23]=[CH:24][C:25]=1[Cl:26])[CH2:21]Cl.O>CN(C=O)C.[I-].[K+]>[Cl:17][C:18]1[CH:19]=[C:20]([CH:23]=[CH:24][C:25]=1[Cl:26])[CH2:21][O:1][C:2]1[CH:3]=[C:4]([C:8](=[O:10])[CH3:9])[CH:5]=[CH:6][CH:7]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 962WaterHCID 76093,4-Dichlorobenzyl chlorideHCID 84873-HydroxyacetophenoneHCID 11430Potassium Carbonate

생성물 1

HCID 288256531-[3-(3,4-Dichloro-benzyloxy)-phenyl]-ethanone수율 72.8%

시약·촉매·용매 2

HCID 4875Potassium Iodide촉매
HCID 6228Dimethylformamide용매

실험 절차

To a solution of 3′-hydroxyacetophenone (19 g) in DMF (400 mL) was added K2CO3 (38.5 g) and the mixture was stirred for 3 hours at room temperature. 3,4-Dichlorobenzyl chloride (32.7 g) and potassium iodide (1.16 g) were added to the reaction mixture and stirred for 48 hours. After completion of the reaction, the mixture was poured into ice and water mixture and stirred for 15 minutes, solid was filtered and washed with water and hexanes. Solid was dissolved in DCM and precipitated by adding hexanes to get pure 1-[3-(3,4-dichloro-benzyloxy)-phenyl]-ethanone (30 g) 1H NMR (400 MHz, CDCl3) 7.53-7.60 (m, 3H), 7.46 (d, 1H), 7.39 (t, 1H), 7.25-7.30 (m, 1H), 7.14-7.19 (m, 1H), 5.07 (s, 2H), 2.60 (s, 3H).

후처리

  1. stirringstirred for 48 hours
  2. customAfter completion of the reaction
  3. stirringstirred for 15 minutes
  4. filtrationsolid was filtered
  5. washwashed with water and hexanes
  6. dissolutionSolid was dissolved in DCM
  7. customprecipitated
  8. additionby adding hexanes

출처 및 근거

ORD 기록
ord-f931a07202fc4f2385db26ca050a2d15
출처 데이터셋
uspto-grants-2015_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08987295B2

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