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1,2-Dimethoxyethane → 2-(6-Bromonaphthalen-2-yl)dibenzofuran

HRID 1429337
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HRID 1429337 반응식
[CH:1]1[C:9]2[C:8]3[CH:10]=[CH:11][CH:12]=[CH:13][C:7]=3[O:6][C:5]=2[CH:4]=[CH:3][C:2]=1B(O)O.[Br:17][C:18]1[CH:27]=[CH:26][C:25]2[C:20](=[CH:21][CH:22]=[C:23](Br)[CH:24]=2)[CH:19]=1.C(COC)OC.C(=O)([O-])[O-].[Na+].[Na+]>C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.O>[Br:17][C:18]1[CH:19]=[C:20]2[C:25](=[CH:26][CH:27]=1)[CH:24]=[C:23]([C:2]1[CH:3]=[CH:4][C:5]3[O:6][C:7]4[CH:13]=[CH:12][CH:11]=[CH:10][C:8]=4[C:9]=3[CH:1]=1)[CH:22]=[CH:21]2
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 80711,2-DimethoxyethaneHCID 10340Sodium CarbonateHCID 6405912,6-DibromonaphthaleneHCID 12032376Dibenzo(b,d)furan-2-ylboronic Acid (contains varying amounts of Anhydride)

생성물 1

HCID 585690572-(6-Bromonaphthalen-2-yl)dibenzofuran수율 40.5%

시약·촉매·용매 2

HCID 178418397
HCID 178418397, 화합물
촉매
HCID 962Water용매

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온도
85 °C

실험 절차

In argon atmosphere, a mixture of 18.53 g (87.4 mmol) of 2-dibenzofuranboronic acid, 25.00 g (87.4 mmol) of 2,6-dibromonaphthalene, 5.05 g (4.40 mmol) of tetrakis(triphenylphosphine)palladium (0), 300 ml of dimethoxyethane, and 132 g of a 2 M sodium carbonate aqueous solution was stirred at a bath temperature of 85° C. for 7 h. The reaction mixture was added with water and extracted with toluene. After washing with water, the organic phase was dried over magnesium sulfate. Then, the solvent was removed by distillation under reduced pressure, and the residue was purified by silica gel chromatography to obtain 13.20 g (yield: 38%) of 2-(6-bromonaphthalene-2-yl)dibenzofuran.

후처리

  1. extractionextracted with toluene
  2. washAfter washing with water
  3. dry with materialthe organic phase was dried over magnesium sulfate
  4. customThen, the solvent was removed by distillation under reduced pressure
  5. customthe residue was purified by silica gel chromatography

출처 및 근거

ORD 기록
ord-cc5c485afd43429288c31c60f9ca9747
출처 데이터셋
uspto-grants-2015_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08940412B2

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