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

HRID 1806916

반응식

HRID 1806916 반응식
[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

참가 물질

5

반응물 4

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

생성물 1

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

실험 절차

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%)

후처리

  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)

출처 및 근거

ORD 기록
ord-f77f9c1b10e94db7b4985ebd4eafe25c
출처 데이터셋
uspto-grants-2013_01
특허 번호
US08354444B2

연결된 노트

불러오는 중…