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Sodium Acetate → 8-bromo-2-methoxy-6H-dibenzo[c,h]chromene

HRID 1751527
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HRID 1751527 반응식
[Br:1][C:2]1[CH:3]=[CH:4][C:5](I)=[C:6]([CH:21]=1)[CH2:7][O:8][C:9]1[C:18]2[C:13](=[CH:14][C:15]([O:19][CH3:20])=[CH:16][CH:17]=2)[CH:12]=[CH:11][CH:10]=1.C([O-])(=O)C.[Na+]>CN(C)C=O>[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[C:10]3[C:9](=[C:18]4[CH:17]=[CH:16][C:15]([O:19][CH3:20])=[CH:14][C:13]4=[CH:12][CH:11]=3)[O:8][CH2:7][C:6]=2[CH:21]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 517045Sodium AcetateHCID 696729081-(5-Bromo-2-iodobenzyloxy)-6-methoxynaphthalene

생성물 1

HCID 596108178-bromo-2-methoxy-6H-dibenzo[c,h]chromene수율 35.3%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
110 °C

실험 절차

A mixture of 1-(5-bromo-2-iodobenzyloxy)-6-methoxynaphthalene (5.0 g, 10.7 mmol) and sodium acetate (2.64 g, 32.1 mmol) in dimethylformamide (100 mL) was degassed with a stream of argon for 15 minutes. PdCl2(PPh3)2 was added and the reaction was heated to 110° C. After 16 hours the reaction was diluted with ethyl acetate, washed with water and brine, dried (Na2SO4) and concentrated. The resulting residue was purified by flash column chromatography to yield 8-bromo-2-methoxy-6H-dibenzo[c,h]chromene (1.29 g, 35%).

후처리

  1. customwas degassed with a stream of argon for 15 minutes
  2. additionPdCl2(PPh3)2 was added
  3. additionAfter 16 hours the reaction was diluted with ethyl acetate
  4. washwashed with water and brine
  5. dry with materialdried (Na2SO4)
  6. concentrationconcentrated
  7. customThe resulting residue was purified by flash column chromatography

출처 및 근거

ORD 기록
ord-13c99de87d734168b8c9ace838ffe338
출처 데이터셋
uspto-grants-2015_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09156823B2

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