1-(4-((3,4-Dichlorobenzyl)oxy)phenyl)ethanone → 2-Bromo-1-[4-(3,4-dichloro-benzyloxy)-phenyl]-ethanone

HRID 708553노트

반응식

HRID 708553 반응식
[Cl:1][C:2]1[CH:3]=[C:4]([CH:16]=[CH:17][C:18]=1[Cl:19])[CH2:5][O:6][C:7]1[CH:12]=[CH:11][C:10]([C:13](=[O:15])[CH3:14])=[CH:9][CH:8]=1.C1CNC(=O)C1.[Br:26][Br-]Br>CO.C(Cl)Cl>[Br:26][CH2:14][C:13]([C:10]1[CH:9]=[CH:8][C:7]([O:6][CH2:5][C:4]2[CH:16]=[CH:17][C:18]([Cl:19])=[C:2]([Cl:1])[CH:3]=2)=[CH:12][CH:11]=1)=[O:15]

참가 물질

3

반응물 1

HCID 27750311-(4-((3,4-Dichlorobenzyl)oxy)phenyl)ethanone

생성물 1

HCID 583275742-Bromo-1-[4-(3,4-dichloro-benzyloxy)-phenyl]-ethanone

시약·촉매·용매 1

HCID 21226129Dichloromethane methanol용매

실험 절차

1-[4-(3,4-Dichloro-benzyloxy)-phenyl]-ethanone (2.92 g) was dissolved in methanol:DCM (2:1, 75 mL) and pyrolidinone hydrotribromide (7.5 g) was added and stirred at room temperature for 2.5 h. After completion of the reaction, the mixture was concentrated in vacuo and poured into saturated sodium bicarbonate solution (100 mL) and extracted with ethyl acetate (2×100 mL). The organic extracts were combined and concentrated in vacuo. Then this residue was dissolved in DCM (10 ml) and methanol (10 mL) was slowly added to this solution to precipitate the product. The colored solution was filtered through to give clear white powder product 2-bromo-1-[4-(3,4-dichloro-benzyloxy)-phenyl]-ethanone with quantitative yield (3.75 g).

후처리

  1. customAfter completion of the reaction
  2. concentrationthe mixture was concentrated in vacuo
  3. additionpoured into saturated sodium bicarbonate solution (100 mL)
  4. extractionextracted with ethyl acetate (2×100 mL)
  5. concentrationconcentrated in vacuo
  6. dissolutionThen this residue was dissolved in DCM (10 ml)
  7. additionmethanol (10 mL) was slowly added to this solution
  8. customto precipitate the product
  9. filtrationThe colored solution was filtered through

출처 및 근거

ORD 기록
ord-8e98e01822dc46d1a2cc0425fb5146ec
출처 데이터셋
uspto-grants-2015_11
특허 번호
US09175003B2

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