Diethyl Sulfate → Ethyl 4-cyano-3-hydroxybutanoate

HRID 1816194노트

반응식

HRID 1816194 반응식
[C:1]([CH2:3][CH:4]([OH:9])[CH2:5][C:6]([OH:8])=[O:7])#[N:2].[CH2:10](N(CC)CC)[CH3:11].S(OCC)(OCC)(=O)=O.C(=O)(O)[O-].[Na+]>C(OCC)(=O)C>[C:1]([CH2:3][CH:4]([OH:9])[CH2:5][C:6]([O:8][CH2:10][CH3:11])=[O:7])#[N:2]

참가 물질

6

반응물 4

HCID 6163Diethyl SulfateHCID 8471TriethylamineHCID 516892Sodium BicarbonateHCID 98988294-Cyano-3-hydroxybutanoic acid

생성물 1

HCID 4184461Ethyl 4-cyano-3-hydroxybutanoate수율 57.5%

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매2회

반응 조건

온도
57.5 °C

실험 절차

35 g of 4-cyano-3-hydroxybutanoic acid was dissolved in 250 g of ethyl acetate, and 41 g of triethylamine and 54 g of diethyl sulfate were added thereto at room temperature. Then, the mixture was stirred at an internal temperature of 55 to 60° C. for 30 minutes. After the reaction solution was left cooled down to room temperature, it was added to a saturated sodium bicarbonate solution, and ethyl acetate was used for extraction. The organic layer was washed with saturated saline solution, and the residue obtained by concentrating under reduced pressure was subjected to distillation under reduced pressure, whereby 24.5 g of ethyl 4-cyano-3-hydroxybutanoate was obtained. The purity of the obtained ethyl 4-cyano-3-hydroxybutanoate was 99% (gas chromatography in area percentage).

후처리

  1. customat room temperature
  2. waitAfter the reaction solution was left
  3. temperaturecooled down to room temperature
  4. extractionwas used for extraction
  5. washThe organic layer was washed with saturated saline solution
  6. customthe residue obtained
  7. concentrationby concentrating under reduced pressure
  8. distillationwas subjected to distillation under reduced pressure

출처 및 근거

ORD 기록
ord-600e03a2171a4490bc4095e112dee4d2
출처 데이터셋
uspto-grants-2005_04
특허 번호
US06884607B2

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