Hydrochloric Acid → 5-(2,2-Dimethyl-propyl)-isoxazole-3-carboxylic acid

HRID 1664231ノート

反応式

HRID 1664231 の反応式
C([O:3][C:4](=[O:15])/[C:5](/O)=[CH:6]/[C:7](=[O:13])[CH2:8][C:9]([CH3:12])([CH3:11])[CH3:10])C.Cl.[NH2:17]O.[OH-].[Na+].Cl>CCO>[CH3:10][C:9]([CH3:12])([CH3:11])[CH2:8][C:7]1[O:13][N:17]=[C:5]([C:4]([OH:3])=[O:15])[CH:6]=1

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 443297Hydroxyamine hydrochlorideHCID 86626580(Z)-2-Hydroxy-6,6-dimethyl-4-oxo-hept-2-enoic acid ethyl ester

生成物 1

HCID 674399885-(2,2-Dimethyl-propyl)-isoxazole-3-carboxylic acid

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

To a solution of (Z)-2-hydroxy-6,6-dimethyl-4-oxo-hept-2-enoic acid ethyl ester (298.5 g, 1.39 mol) in EtOH (1600 ml) is added hydroxylamine hydrochloride (106.5 g, 1.53 mol) and the resulting solution is stirred at room temperature for 24 h. 2N aq sodium hydroxide (1740 ml, 3.48 mol) is added to the reaction and the resulting solution is stirred at rt for 2 h. The reaction mixture is acidified with 6N aq hydrochloric acid, concentrated to about 3 L, and extracted with EtOAc (2000 ml). The combined organic layers are washed with brine, dried over magnesium sulfate and concentrated. The resulting solid is washed with ether and dried to afford the product.

後処理

  1. stirringthe resulting solution is stirred at rt for 2 h
  2. concentrationconcentrated to about 3 L
  3. extractionextracted with EtOAc (2000 ml)
  4. washThe combined organic layers are washed with brine
  5. dry with materialdried over magnesium sulfate
  6. concentrationconcentrated
  7. washThe resulting solid is washed with ether
  8. customdried
  9. customto afford the product

出典と根拠

ORDレコード
ord-890f4aee993941488d739f71af40035f
出典データセット
uspto-grants-2011_10
特許番号
US08039455B2

反応ノート

読み込み中…