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

HRID 708608
ノート
印刷プレビュー

反応式

HRID 708608 の反応式
[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
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 4

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 4875Potassium Iodide触媒
HCID 6228
Dimethylformamide
溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-af45f3a839004c2a9f72502ca1b034cd
出典データセット
uspto-grants-2015_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09175003B2

反応ノート

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