Water → HCID 59456318, 화합물

HRID 1873405

반응식

HRID 1873405 반응식
Br[C:2]1[Se:3][CH:4]=[CH:5][CH:6]=1.[CH2:7]([C:10]1[CH:15]=[CH:14][C:13](B(O)O)=[CH:12][CH:11]=1)[CH2:8][CH3:9].C(=O)([O-])[O-].[Na+].[Na+].O>C1(C)C=CC=CC=1.C(O)C.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>[CH2:7]([C:10]1[CH:15]=[CH:14][C:13]([C:2]2[Se:3][CH:4]=[CH:5][CH:6]=2)=[CH:12][CH:11]=1)[CH2:8][CH3:9]

참가 물질

7

반응물 4

HCID 962WaterHCID 10340Sodium CarbonateHCID 1370132-BromoselenopheneHCID 4100861(4-Propylphenyl)boronic acid

생성물 1

HCID 59456318HCID 59456318, 화합물

시약·촉매·용매 2

HCID 178418397HCID 178418397, 화합물촉매HCID 21863594Toluene ethanol용매

실험 절차

A mixture of 26.0 g (0.12 mol) of 2-bromoselenophene, 20.5 g (0.13 mol) of 4-propylphenylboronic acid, 7.0 g (6.1 mmol) of tetrakis-(triphenylphosphine)palladium(0) and 140 ml of 2 N sodium carbonate soln. in 300 ml of toluene/ethanol (1:1) is heated under reflux for 20 h. A further 7.0 g (6.06 mmol) of tetrakis(triphenylphosphine)palladium(0) are added, and the mixture is refluxed again for 3 h. After cooling, water is added, and the organic phase is separated off. The aqueous phase is extracted with toluene, and the combined organic phases are washed with water and sat. sodium chloride soln. The solution is dried using sodium sulfate and concentrated to dryness. The residue is purified by column chromatography (SiO2, n-heptane). 2-(4-Propylphenyl)selenophene is obtained as a yellow liquid.

후처리

  1. temperatureunder reflux for 20 h
  2. temperaturethe mixture is refluxed again for 3 h
  3. temperatureAfter cooling
  4. customthe organic phase is separated off
  5. extractionThe aqueous phase is extracted with toluene
  6. washthe combined organic phases are washed with water and sat. sodium chloride soln
  7. customThe solution is dried
  8. concentrationconcentrated to dryness
  9. customThe residue is purified by column chromatography (SiO2, n-heptane)

출처 및 근거

ORD 기록
ord-a75389601c804176925a13fc513e3467
출처 데이터셋
uspto-grants-2012_11
특허 번호
US08304036B2

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