Methyl iodide → HCID 21833808、化合物

HRID 1741090ノート

反応式

HRID 1741090 の反応式
[O:1]1[CH2:5][CH2:4][N:3]=[C:2]1[C:6]1[CH:11]=[CH:10][C:9]([C:12]2[CH:17]=[CH:16][C:15]([C:18]([OH:20])=[O:19])=[CH:14][CH:13]=2)=[C:8]([CH3:21])[CH:7]=1.[H-].[Na+].I[CH3:25]>CN(C=O)C.C(OCC)(=O)C>[O:1]1[CH2:5][CH2:4][N:3]=[C:2]1[C:6]1[CH:11]=[CH:10][C:9]([C:12]2[CH:13]=[CH:14][C:15]([C:18]([O:20][CH3:25])=[O:19])=[CH:16][CH:17]=2)=[C:8]([CH3:21])[CH:7]=1

参加物

6

反応物 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 218338564'-(4,5-Dihydrooxazol-2-yl)-2'-methylbiphenyl-4-carboxylic acid

生成物 1

HCID 21833808HCID 21833808、化合物収率 15.4%

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

実験手順

4'-(4,5-Dihydrooxazol-2-yl)-2'-methylbiphenyl-4-carboxylic acid (D113) (0.92 g, 3.3 mmol) was stirred under Ar in dry DMF (20 ml), and sodium hydride (80% in mineral oil, 0.15 g, 5.0 mmol) was added. This mixture was stirred for 30 min, and then treated with iodomethane (0.22 ml, 3.5 mmol). After a further 15 min, the mixture was diluted with ethyl acetate (200 ml), washed with water and brine, dried (Na2SO4) and evaporated. The crude product was purified by chromatography on silica gel, eluting with 0-2% methanol/dichloromethane. This gave the title compound (0.15 g, 15%) as a white solid.

後処理

  1. waitAfter a further 15 min
  2. washwashed with water and brine
  3. dry with materialdried (Na2SO4)
  4. customevaporated
  5. customThe crude product was purified by chromatography on silica gel
  6. washeluting with 0-2% methanol/dichloromethane

出典と根拠

ORDレコード
ord-96235dbdae7b40bab0facbd1a9a196f6
出典データセット
uspto-grants-1999_10
特許番号
US05972951

反応ノート

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