Methanol → Methyl 2-methoxy-5-phenylthiazole-4-carboxylate

HRID 383925ノート

反応式

HRID 383925 の反応式
[H-].[Na+].Cl[C:4]1[S:5][C:6]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=[C:7]([C:9]([O:11][CH2:12]C)=[O:10])[N:8]=1.[OH2:20].[CH3:21]O>>[CH3:21][O:20][C:4]1[S:5][C:6]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=[C:7]([C:9]([O:11][CH3:12])=[O:10])[N:8]=1

参加物

5

反応物 4

HCID 887MethanolHCID 962WaterHCID 24758Sodium hydrideHCID 59291332Ethyl 2-chloro-5-phenylthiazole-4-carboxylate

生成物 1

HCID 12821998Methyl 2-methoxy-5-phenylthiazole-4-carboxylate

反応条件

温度
70 °C

実験手順

To a solution of 60% oily NaH in MeOH was added ethyl 2-chloro-5-phenylthiazole-4-carboxylate, followed by stirring at 70° C. for 1 hour. To the reaction mixture was added water, followed by extraction with EtOAc. The organic layer was washed with water and brine in this order, dried over MgSO4, and then concentrated under reduced pressure. The residue was purified by medium-pressure preparative liquid chromatography (silica gel, YAMAZEN YFLC WPrep2XY, CHCl3:MeOH) to obtain methyl 2-methoxy-5-phenylthiazole-4-carboxylate as a white solid.

後処理

  1. extractionfollowed by extraction with EtOAc
  2. washThe organic layer was washed with water and brine in this order
  3. dry with materialdried over MgSO4
  4. concentrationconcentrated under reduced pressure
  5. customThe residue was purified by medium-pressure preparative liquid chromatography (silica gel, YAMAZEN YFLC WPrep2XY, CHCl3:MeOH)

出典と根拠

ORDレコード
ord-1f0ac69bc0b4461caac4267e68d194dd
出典データセット
uspto-grants-2013_02
特許番号
US08367696B2

反応ノート

読み込み中…