Methyl vinyl sulfone → HCID 86672573、化合物

HRID 1475802ノート

反応式

HRID 1475802 の反応式
[CH3:1][O:2][C:3](=[O:21])[C:4]1[CH:9]=[CH:8][C:7](I)=[C:6]([O:11][CH2:12][CH2:13][C:14]2[CH:15]=[C:16]([CH3:20])[CH:17]=[CH:18][CH:19]=2)[CH:5]=1.[CH:22]([S:24]([CH3:27])(=[O:26])=[O:25])=[CH2:23].C1(C)C=CC=CC=1P(C1C=CC=CC=1C)C1C=CC=CC=1C.C(N(C(C)C)CC)(C)C>C(#N)C.C([O-])(=O)C.[Pd+2].C([O-])(=O)C.CC(=O)OCC>[CH3:1][O:2][C:3](=[O:21])[C:4]1[CH:9]=[CH:8][C:7](/[CH:23]=[CH:22]/[S:24]([CH3:27])(=[O:26])=[O:25])=[C:6]([O:11][CH2:12][CH2:13][C:14]2[CH:15]=[C:16]([CH3:20])[CH:17]=[CH:18][CH:19]=2)[CH:5]=1

参加物

8

反応物 4

HCID 19354Methyl vinyl sulfoneHCID 80271Tri-o-tolylphosphineHCID 81531DiisopropylethylamineHCID 671709004-Iodo-3-(2-m-tolyl-ethoxy)-benzoic Acid Methyl Ester

生成物 1

HCID 86672573HCID 86672573、化合物収率 57.1%

試薬・触媒・溶媒 3

HCID 167845palladium(II) acetate触媒HCID 6342Acetonitrile溶媒HCID 8857Ethyl Acetate溶媒

実験手順

500 mg of 4-Iodo-3-(2-m-tolyl-ethoxy)-benzoic acid methyl ester, 200 mg of methyl vinyl sulfone, 115 mg of tri-o-tolylphosphine, and 43 mg of palladium(II) acetate were stirred in 4 ml of acetonitrile and 1.5 ml of diisopropylethylamin for 2 h at 82° C. The reaction mixture was allowed to cool to room temperature. 10 ml of EA were then added and the mixture was washed successively twice using 5 ml of water each and twice using 5 ml of a saturated aqueous Na2CO3-solution. The organic layer was then dried using MgSO4 and evaporated. Chromatography on silica gel using EA/HEP 1:2 yielded 270 mg of the title compound. Rf (EA/HEP 1:2)=0.17

後処理

  1. washthe mixture was washed successively twice
  2. customThe organic layer was then dried
  3. customevaporated

出典と根拠

ORDレコード
ord-6521d975731b4d4f91b9b841121de92a
出典データセット
uspto-grants-2015_04
特許番号
US09018383B2

反応ノート

読み込み中…