Dimethyl Sulfide → HCID 57252198、化合物

HRID 1766376ノート

反応式

HRID 1766376 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

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 tetraydrofuran (150 ml) was added dropwise an ethereal solution of phenylmagnesiumbromide (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-phenyloxazolidin-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-2ccf2bfe52f746e09e1f3a178b8bf7c8
出典データセット
uspto-grants-2007_06
特許番号
US07230030B2

反応ノート

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