Diethyl Oxalate → Ethyl N,N-diethyloxamate

HRID 30488

반응식

HRID 30488 반응식
C(O[C:4](=[O:10])[C:5]([O:7][CH2:8][CH3:9])=[O:6])C.[CH2:11]([NH:13][CH2:14][CH3:15])[CH3:12]>>[CH2:8]([O:7][C:5](=[O:6])[C:4]([N:13]([CH2:14][CH3:15])[CH2:11][CH3:12])=[O:10])[CH3:9]

참가 물질

3

반응물 2

HCID 7268Diethyl OxalateHCID 8021Diethylamine

생성물 1

HCID 138489Ethyl N,N-diethyloxamate수율 85.8%

반응 조건

온도
90 °C

실험 절차

To 30.00 g (203.2 mmol) diethyloxalate (7) were added at room temperature 42.2 mL diethylamine (406.4 mmol, 2.0 eq). The colorless clear solution was heated to reflux (oil bath temperature: 90° C.) and the reaction was monitored by HPLC. After 2.5 h, the resulting yellow-orange liquid was cooled to room temperature and all volatile compounds (ethanol, diethylamine) were removed in a rotary evaporator (50° C., 10 mbar) furnishing the crude product (35.073 g, 100% by weight) as a yellow liquid. Purification was achieved using a high vacuum distillation (bp 85° C. at 0.08 mbar) furnishing the title compound (30.22 g, 174.4 mmol, 86% by weight) as colorless liquid.

후처리

  1. temperatureThe colorless clear solution was heated
  2. temperaturethe resulting yellow-orange liquid was cooled to room temperature
  3. customall volatile compounds (ethanol, diethylamine) were removed in a rotary evaporator (50° C., 10 mbar)
  4. customfurnishing the crude product (35.073 g, 100% by weight) as a yellow liquid
  5. customPurification
  6. distillationa high vacuum distillation (bp 85° C. at 0.08 mbar)

출처 및 근거

ORD 기록
ord-8ad70866def1420b8e7009afd2428d45
출처 데이터셋
uspto-grants-2008_09
특허 번호
US07423152B2

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