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Methanol → Ethyl N-(methoxycarbonyl)glycinate

HRID 2412318
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HRID 2412318 반응식
[C:1](Cl)(Cl)=[O:2].Cl.[CH2:6]([O:8][C:9](=[O:12])[CH2:10][NH2:11])[CH3:7].C(N(CC)CC)C.[CH3:20][OH:21]>C1(C)C=CC=CC=1>[CH2:6]([O:8][C:9](=[O:12])[CH2:10][NH:11][C:20]([O:2][CH3:1])=[O:21])[CH3:7]
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참가 물질

6

반응물 4

HCID 887MethanolHCID 6371PhosgeneHCID 8471TriethylamineHCID 2723640Glycine ethyl ester, hydrochloride

생성물 1

HCID 235150Ethyl N-(methoxycarbonyl)glycinate

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

To a solution of phosgene (70.4 g, 0.71 mole) in dry toluene (300 ml), a mixture of glycine ethyl ester hydrochloride (99.1 g, 0.71 mole) and triethylamine (158 g, 1.56 mole) was slowly added at 0° C. The reaction was exothermic. After 2 hrs. of stirring, anhydrous methanol was added to the reaction mixture and stirring was continued for another 0.5 hrs. The reaction mixture was partitioned between water and chloroform, then the pH of the solution was adjusted to 4 with concentrated HCl. The chloroform layer was dried and the solvent was evaporated to obtain the N-carbomethoxy glycine ethyl ester with the structure being confirmed by spectroscopy.

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후처리

  1. additionwas slowly added at 0° C
  2. stirringstirring
  3. waitwas continued for another 0.5 hrs
  4. customThe reaction mixture was partitioned between water and chloroform
  5. dry with materialThe chloroform layer was dried
  6. customthe solvent was evaporated

출처 및 근거

ORD 기록
ord-73735598e42c4e7f8adaa63b7cb6d57c
출처 데이터셋
uspto-grants-1985_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04491548

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