Diethyl Ether → (R)-3-(3,4-diethyl-phenyl)-2-hydroxy-propionic acid

HRID 644347노트

반응식

HRID 644347 반응식
N([O-])=O.[Na+].N[C@H:6]([CH2:10][C:11]1[CH:16]=[CH:15][C:14]([CH2:17][CH3:18])=[C:13]([CH2:19][CH3:20])[CH:12]=1)[C:7]([OH:9])=[O:8].C([O:23]CC)C>O.OS(O)(=O)=O>[CH2:19]([C:13]1[CH:12]=[C:11]([CH2:10][C@@H:6]([OH:23])[C:7]([OH:9])=[O:8])[CH:16]=[CH:15][C:14]=1[CH2:17][CH3:18])[CH3:20]

참가 물질

6

반응물 3

HCID 3283Diethyl EtherHCID 23668193Sodium NitriteHCID 45095428(2R)-2-Amino-3-(3,4-diethylphenyl)propanoic acid

생성물 1

HCID 45095469(R)-3-(3,4-diethyl-phenyl)-2-hydroxy-propionic acid

시약·촉매·용매 2

HCID 962Water용매HCID 1118Sulfuric Acid용매

실험 절차

A solution of 3.2 g (47 mmol) sodium nitrite in 20 mL water was slowly added dropwise with stirring to an ice-cooled mixture of 2.0 g (7.8 mmol) (R)-2-amino-3-(3,4-diethyl-phenyl)-propionic acid in 60 mL 0.5 M H2SO4. The reaction mixture was stirred for 3 h while cooling with ice and for 3 days at RT, combined with 80 mL diethyl ether, vigorously stirred and the organic phase is separated off. The aqueous phase was again extracted with 80 mL diethyl ether, the combined organic phases were dried and evaporated down under reduced pressure. The residue was purified by chromatography on silica gel and the product fractions were evaporated down under reduced pressure.

후처리

  1. temperaturecooled
  2. stirringvigorously stirred
  3. customthe organic phase is separated off
  4. extractionThe aqueous phase was again extracted with 80 mL diethyl ether
  5. customthe combined organic phases were dried
  6. customevaporated down under reduced pressure
  7. customThe residue was purified by chromatography on silica gel
  8. customthe product fractions were evaporated down under reduced pressure

출처 및 근거

ORD 기록
ord-14ca285b582e46ad8fd3dcdf440cb2b0
출처 데이터셋
uspto-grants-2010_04
특허 번호
US07700589B2

반응 노트

불러오는 중…