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1,2-Dimethoxyethane → HCID 178419929, 화합물

HRID 1408412
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HRID 1408412 반응식
[NH:1]1[CH:5]=[CH:4][C:3](B(O)O)=[N:2]1.COCCOC.I[C:16]1[CH:17]=[CH:18][C:19]2[O:24][CH2:23][CH2:22][CH2:21][C:20]=2[CH:25]=1.C(=O)([O-])[O-].[K+].[K+]>O1CCCC1.Cl[Pd](Cl)([P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)[P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1.O>[O:24]1[C:19]2[CH:18]=[CH:17][C:16]([C:3]3[CH:4]=[CH:5][NH:1][N:2]=3)=[CH:25][C:20]=2[CH2:21][CH2:22][CH2:23]1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

8

반응물 4

HCID 80711,2-DimethoxyethaneHCID 11430Potassium CarbonateHCID 109451636-IodochromanHCID 178514837HCID 178514837, 화합물

생성물 1

HCID 178419929HCID 178419929, 화합물수율 14%

시약·촉매·용매 3

HCID 178418476HCID 178418476, 화합물
촉매
HCID 962Water용매
HCID 8028Tetrahydrofuran용매

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온도
90 °C

실험 절차

To a solution of B-(1H-pyrazol-3-yl)boronic acid (400 mg, 3.57 mmol) in a mixture of tetrahydrofuran (THF), 1,2-dimethoxyethane and water (1:2:1), was added 3,4-dihydro-6-iodo-2H-1-benzopyran (1.53 g, 5.88 mmol; prepared according to Muraki et al., Tetrahedron Lett. 1996, 37, 2441) under nitrogen atmosphere. Then potassium carbonate (980 mg, 7.14 mmol) and bis(triphenylphosphine)palladium(II) dichloride (120 mg, 0.017 mmol) were added, and the reaction mixture was heated at 90° C. for 3 h. The reaction mixture was concentrated and purified by silica gel column chromatography using 30% ethyl acetate in petroleum ether as eluant to provide the title product as solid (100 mg).

후처리

  1. concentrationThe reaction mixture was concentrated
  2. custompurified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-b3895e9855b84ec2afb67a1d196ad008
출처 데이터셋
uspto-grants-2014_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08921360B2

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