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Triethylamine → N-(Cyclobutylcarbonyl)glycine ethyl ester

HRID 749170
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HRID 749170 반응식
[CH:1]1([C:5](Cl)=[O:6])[CH2:4][CH2:3][CH2:2]1.[NH2:8][CH2:9][C:10]([O:12][CH2:13][CH3:14])=[O:11].C(N(CC)CC)C>ClCCl>[CH:1]1([C:5]([NH:8][CH2:9][C:10]([O:12][CH2:13][CH3:14])=[O:11])=[O:6])[CH2:4][CH2:3][CH2:2]1
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참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 12176Glycine ethyl esterHCID 78705Cyclobutanecarbonyl chloride

생성물 1

HCID 60810545N-(Cyclobutylcarbonyl)glycine ethyl ester수율 100%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

Cyclobutane carbonyl chloride (5 ml, 43.8 mmol) was slowly added to a solution of ethyl glycinate (5.86 g, 42 mmol) in dichloromethane (100 ml) and triethylamine (14.6 ml, 105 mmol) at 0° C. The mixture was then stirred at ambient temperature for 14 hours. The reaction mixture was washed with 1.0 N hydrochloric acid and the organic phase separated, dried (magnesium sulphate) and evaporated in vacuo to yield a yellow solid. Recrystallisation from dichloromethane:petroleum ether, yielded ethyl N-(cyclobutylcarbonyl)glycinate as a white solid (7.78 g, 100% yield):

후처리

  1. washThe reaction mixture was washed with 1.0 N hydrochloric acid
  2. customthe organic phase separated
  3. dry with materialdried (magnesium sulphate)
  4. customevaporated in vacuo
  5. customto yield a yellow solid
  6. customRecrystallisation from dichloromethane

출처 및 근거

ORD 기록
ord-f953039aeb7a4d5cbf3971b41b371e97
출처 데이터셋
uspto-grants-2008_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07402585B2

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