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Methanol → Ethyl N-(methoxycarbonyl)glycinate

HRID 464574
ノート
印刷プレビュー

反応式

HRID 464574 の反応式
[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]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

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

生成物 1

HCID 235150Ethyl N-(methoxycarbonyl)glycinate

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

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.

このページの内容参加物実験手順後処理出典と根拠反応ノート

後処理

  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

出典と根拠

ORDレコード
ord-4fd9b3e5eee949eda657e400b08ebaba
出典データセット
uspto-grants-1985_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04548760

反応ノート

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