Water → [5-(4-Chlorophenyl)-1,3-oxazol-4-yl]methanol

HRID 2092244ノート

反応式

HRID 2092244 の反応式
[H-].[Al+3].[Li+].[H-].[H-].[H-].[Cl:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]2[O:18][CH:17]=[N:16][C:15]=2[C:19](OC)=[O:20])=[CH:10][CH:9]=1.O.[OH-].[Na+]>C1COCC1>[Cl:7][C:8]1[CH:9]=[CH:10][C:11]([C:14]2[O:18][CH:17]=[N:16][C:15]=2[CH2:19][OH:20])=[CH:12][CH:13]=1

参加物

6

反応物 4

HCID 962WaterHCID 14798Sodium HydroxideHCID 118463424-Oxazolecarboxylic acid, 5-(4-chlorophenyl)-, methyl esterHCID 21226445Aluminium lithium hydride

生成物 1

HCID 58284362[5-(4-Chlorophenyl)-1,3-oxazol-4-yl]methanol

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

反応条件

温度
0 °C

実験手順

166 mg (4.38 mmol) of lithium aluminum hydride are initially charged in 10 ml of dry THF and cooled to 0° C. A solution of 260 mg (1.09 mmol) of the compound from Example 37A in 10 ml of dry THF is added dropwise. After the addition has ended, the reaction solution is slowly warmed to RT and stirred at this temperature for 1 h. With stirring, the mixture is then heated at reflux for 2 h. The mixture is then cooled again to 0° C., 0.4 ml of water and 0.8 ml of 1 N aqueous sodium hydroxide solution are added carefully and the mixture is stirred at RT for 3 h. The precipitate formed is filtered off, and the filtrate is freed from the solvent on a rotary evaporator. The residue is used without further purification in the subsequent reaction.

後処理

  1. additionAfter the addition
  2. temperaturethe reaction solution is slowly warmed to RT
  3. stirringWith stirring
  4. temperaturethe mixture is then heated
  5. temperatureat reflux for 2 h
  6. temperatureThe mixture is then cooled again to 0° C.
  7. stirringthe mixture is stirred at RT for 3 h
  8. customThe precipitate formed
  9. filtrationis filtered off
  10. customthe filtrate is freed from the solvent on a rotary evaporator
  11. customThe residue is used without further purification in the subsequent reaction

出典と根拠

ORDレコード
ord-6581d7253c69491bb3c135529d429dcb
出典データセット
uspto-grants-2013_05
特許番号
US08440700B2

反応ノート

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