Sodium hydride → HCID 67902423、化合物

HRID 1656457ノート

反応式

HRID 1656457 の反応式
[CH3:1][O:2][C:3]1[C:4](=[O:9])[NH:5][CH:6]=[CH:7][CH:8]=1.[H-].[Na+].[O:12]1[CH:18]2[CH:13]1[C:14]([CH3:31])([CH3:30])[O:15][C:16]1[CH:22]=[CH:21][C:20]([S:23]([C:26]([F:29])([F:28])[F:27])(=[O:25])=[O:24])=[CH:19][C:17]=12>CS(C)=O>[CH3:1][O:2][C:3]1[C:4](=[O:9])[N:5]([C@@H:18]2[C:17]3[CH:19]=[C:20]([S:23]([C:26]([F:27])([F:29])[F:28])(=[O:25])=[O:24])[CH:21]=[CH:22][C:16]=3[O:15][C:14]([CH3:30])([CH3:31])[C@H:13]2[OH:12])[CH:6]=[CH:7][CH:8]=1

参加物

5

反応物 3

HCID 24758Sodium hydrideHCID 887313-Methoxy-2-pyridoneHCID 15036013HCID 15036013、化合物

生成物 1

HCID 67902423HCID 67902423、化合物収率 5.7%

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide溶媒2 回

実験手順

98 mg of 3-methoxy-2(1H)-pyridone were added to a suspension of 38 mg of sodium hydride (as a 55% w/w dispersion in mineral oil) in 3 ml of dimethyl sulfoxide, and the resulting mixture was stirred at room temperature for 30 minutes. At the end of this time, a solution of 200 mg of 3,4-epoxy-3,4-dihydro-2,2-dimethyl-6-trifluoromethylsulfonyl-2H-1-benzopyran (prepared as described in Preparation 8) in 1.5 ml of dimethyl sulfoxide was added at the same temperature and under an atmosphere of nitrogen. The reaction mixture was stirred at room temperature for 4 days, after which it was worked up in a similar manner to that described in Example 2. The product was then purified by column chromatography through silica gel, using a 1:2 by volume mixture of ethyl acetate and cyclohexane as the eluent, to give 16 mg of the title compound, melting at 223°-225° C.

後処理

  1. stirringThe reaction mixture was stirred at room temperature for 4 days
  2. customThe product was then purified by column chromatography through silica gel
  3. additionby volume mixture of ethyl acetate and cyclohexane as the eluent

出典と根拠

ORDレコード
ord-15234f31f59045709af1136a3af6f6dd
出典データセット
uspto-grants-1993_10
特許番号
US05254578

反応ノート

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