Dimethyl Sulfide → HCID 57252198、化合物

HRID 2196782ノート

反応式

HRID 2196782 の反応式
CSC.[C:4]1([Mg]Br)[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[CH2:12]([O:19][C:20]1[CH:25]=[CH:24][C:23]([Br:26])=[CH:22][C:21]=1[CH:27]=[CH:28][C:29]([N:31]1[C@H:35]([C:36]2[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=2)[CH2:34][O:33][C:32]1=[O:42])=[O:30])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1>O1CCCC1.[Cu]Cl>[CH2:12]([O:19][C:20]1[CH:25]=[CH:24][C:23]([Br:26])=[CH:22][C:21]=1[C@H:27]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)[CH2:28][C:29]([N:31]1[C@H:35]([C:36]2[CH:37]=[CH:38][CH:39]=[CH:40][CH:41]=2)[CH2:34][O:33][C:32]1=[O:42])=[O:30])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

参加物

6

反応物 3

HCID 1068Dimethyl SulfideHCID 539428043-[3-(2-Benzyloxy-5-bromophenyl)-acryloyl)-(4R)-4-phenyl-oxazolidin-2-oneHCID 178418255HCID 178418255、化合物

生成物 1

HCID 57252198HCID 57252198、化合物

試薬・触媒・溶媒 2

HCID 62652Cuprous chloride触媒HCID 8028Tetrahydrofuran溶媒2 回

反応条件

温度
-40 °C

実験手順

To a precooled (−30° C.) mixture of copper-(I) chloride (21.0 g) and dimethylsulfide (45 ml) in dry tetrahydrofuran (150 ml) was added dropwise an ethereal solution of phenyl-magnesiumbromide (0.3 mol). The mixture was stirred 20 min at the same temperature and then cooled to −40° C. A solution of 3-[3-(2-Benzyloxy-5-bromophenyl)-acryloyl]-(4R)-4-phenyl-oxazolidin-2-one (50.0 mmol) in dry tetrahydrofuran (150 ml) was added during 10 min. The cooling bath was removed and stirring was continued for 18 hrs. The mixture was quenched with half-saturated aqueous ammonium chloride solution and the product was isolated by extraction with ethyl acetate.

後処理

  1. customThe cooling bath was removed
  2. stirringstirring
  3. waitwas continued for 18 hrs
  4. customThe mixture was quenched with half-saturated aqueous ammonium chloride solution
  5. customthe product was isolated by extraction with ethyl acetate

出典と根拠

ORDレコード
ord-d1da5d19423e4dd5b75599ab004df992
出典データセット
uspto-grants-2012_12
特許番号
US08338478B2

反応ノート

読み込み中…