Sodium Iodide → 4-Hydroxy-2,2-dimethyl-butyric acid benzyl ester

HRID 1806916

反応式

HRID 1806916 の反応式
[K+].[OH:2][CH2:3][CH2:4][C:5]([CH3:10])([CH3:9])[C:6]([O-:8])=[O:7].[CH2:11](Br)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.[Na+].[I-].C([O-])([O-])=O.[K+].[K+]>>[CH2:11]([O:7][C:6](=[O:8])[C:5]([CH3:10])([CH3:9])[CH2:4][CH2:3][OH:2])[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

参加物

5

反応物 4

HCID 5238Sodium IodideHCID 7498Benzyl BromideHCID 11430Potassium CarbonateHCID 23712640Potassium 4-hydroxy-2,2-dimethylbutyrate

生成物 1

HCID 141523044-Hydroxy-2,2-dimethyl-butyric acid benzyl ester収率 67.5%

実験手順

Step B To the mixture of 4-hydroxy-2,2-dimethyl-butanoic acid monopotassium salt (60 mmol) and benzyl bromide (8.55 mL, 72 mmol) were added NaI (10.8 g, 72 mmol) and K2CO3 (8.29 g, 60 mmol). The reaction mixture was stirred at reflux for 18 h. The precipitate was filtered off and the filtrate was evaporated. The residue was purified by flash column chromatography (EtOAc: hexanes=1:2) to give 4-hydroxy-2,2-dimethyl-butyric acid benzyl ester as a colorless oil (9 g, 67%)

後処理

  1. temperatureat reflux for 18 h
  2. filtrationThe precipitate was filtered off
  3. customthe filtrate was evaporated
  4. customThe residue was purified by flash column chromatography (EtOAc: hexanes=1:2)

出典と根拠

ORDレコード
ord-f77f9c1b10e94db7b4985ebd4eafe25c
出典データセット
uspto-grants-2013_01
特許番号
US08354444B2

関連ノート

読み込み中…