Tributylvinyltin → HCID 178435592、化合物

HRID 1708468ノート

反応式

HRID 1708468 の反応式
[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]

参加物

6

反応物 2

HCID 81998TributylvinyltinHCID 178441862HCID 178441862、化合物

生成物 1

HCID 178435592HCID 178435592、化合物収率 53.3%

試薬・触媒・溶媒 3

HCID 314042,6-Di-tert-butyl-4-methylphenol触媒HCID 1140Toluene溶媒HCID 6228Dimethylformamide溶媒

実験手順

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-methanol (8:2) and purified by chromato- graphy 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 229(MH+).

後処理

  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-methanol (8:2)
  9. custompurified by chromato- graphy on silica gel with 1:3 ethyl acetate-hexanes

出典と根拠

ORDレコード
ord-592bbdf3ada247a6b7c4949e9fdbf0d9
出典データセット
uspto-grants-1994_10
特許番号
US05358951

反応ノート

読み込み中…