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3-Nitrophenylboronic Acid → 2-(3-Nitrophenyl)naphthalene

HRID 2086785
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HRID 2086785 반응식
Br[C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH:3]=1.OB(O)[C:14]1[CH:19]=[CH:18][CH:17]=[C:16]([N+:20]([O-:22])=[O:21])[CH:15]=1>C1(C)C=CC=CC=1.CO.C(=O)([O-])[O-].[Na+].[Na+].O.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>[CH:3]1[C:4]2[C:9](=[CH:8][CH:7]=[CH:6][CH:5]=2)[CH:10]=[CH:11][C:2]=1[C:14]1[CH:15]=[C:16]([N+:20]([O-:22])=[O:21])[CH:17]=[CH:18][CH:19]=1
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참가 물질

8

반응물 2

HCID 16773-Nitrophenylboronic AcidHCID 113722-Bromonaphthalene

생성물 1

HCID 113226332-(3-Nitrophenyl)naphthalene수율 89.7%

시약·촉매·용매 5

HCID 178418397HCID 178418397, 화합물촉매HCID 887Methanol용매HCID 962
Water
용매
HCID 1140Toluene용매
HCID 10340Sodium Carbonate용매

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온도
80 °C

실험 절차

To a solution of 2-bromonaphthalene (5.0 g) and tetrakis(triphenylphosphine)palladium(0) (0.56 g) in toluene (50 ml) was added a solution of dihydroxy(3-nitrophenyl)borane (4.44 g) in methanol and 2M sodium carbonate solution in water (12 ml). The resulting mixture was stirred at 80° C. for 4 hours and extracted with ethyl acetate. After evaporation of the solvent, the crude residue was crystallized from hexane to give 3-(2-naphthyl)-1-nitrobenzene (5.4 g).

후처리

  1. extractionextracted with ethyl acetate
  2. customAfter evaporation of the solvent
  3. customthe crude residue was crystallized from hexane

출처 및 근거

ORD 기록
ord-a78ae7d3ec8c4f26aeb72589e01bf95c
출처 데이터셋
uspto-grants-2004_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06727245B2

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