Tributylvinyltin → HCID 178435592, 화합물

HRID 486499노트

반응식

HRID 486499 반응식
[CH2:1]([C:5]1[NH:6][C:7]2[C:12]([C:13](=[O:15])[N:14]=1)=[CH:11][C:10](I)=[CH:9][CH:8]=2)[CH2:2][CH2:3][CH3:4].[CH2:17]([Sn](CCCC)(CCCC)C=C)[CH2:18]CC>C1(C)C=CC=CC=1.CN(C)C=O.C(C1C=C(C)C=C(C(C)(C)C)C=1O)(C)(C)C>[CH2:1]([C:5]1[NH:6][C:7]2[C:12]([C:13](=[O:15])[N:14]=1)=[CH:11][C:10]([CH:17]=[CH2:18])=[CH:9][CH:8]=2)[CH2:2][CH2:3][CH3:4]

참가 물질

6

반응물 2

HCID 81998TributylvinyltinHCID 178441862HCID 178441862, 화합물

생성물 1

HCID 178435592HCID 178435592, 화합물수율 53.3%

시약·촉매·용매 3

HCID 314042,6-Di-tert-butyl-4-methylphenol촉매HCID 1140Toluene용매HCID 6228Dimethylformamide용매

실험 절차

A mixture of 12.28 g of 2-butyl-6-iodo-4(1H)-quinazolinone 0.866 g of tetrakis (triphenylphosphine)palladium, 0.015 g of 2,6-di-t- butyl-4-methylphenol in 75 ml of toluene and 20 ml of N,N-dimethylformamide is treated with 13.06 g of tri-n-butyl vinyltin followed by heating at reflux for 4 hours. The reaction mixture is cooled and concentrated in vacuo. The residue is diluted with hexanes and filtered. The filter cake is washed with hexanes and the remaining tacky solid dissolved in 100 ml of chloroform-reethanol (8:2) and purified by chromatography on silica gel with 1:3 ethyl acetate-hexanes to afford 4.55 g of the desired product as a yellow solid. CI MASS SPEC 229MH+).

후처리

  1. temperatureby heating
  2. temperatureat reflux for 4 hours
  3. temperatureThe reaction mixture is cooled
  4. concentrationconcentrated in vacuo
  5. additionThe residue is diluted with hexanes
  6. filtrationfiltered
  7. washThe filter cake is washed with hexanes
  8. dissolutionthe remaining tacky solid dissolved in 100 ml of chloroform-reethanol (8:2)
  9. custompurified by chromatography on silica gel with 1:3 ethyl acetate-hexanes

출처 및 근거

ORD 기록
ord-73cc92bf5e844525940374eb5723dc58
출처 데이터셋
uspto-grants-1994_03
특허 번호
US05292734

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