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Triethylamine → ethyl N-methyl-3-(3-pyrrolecarboxamido)propionate

HRID 322611
ノート
印刷プレビュー

反応式

HRID 322611 の反応式
[NH:1]1[CH:5]=[CH:4][C:3]([C:6]([OH:8])=O)=[CH:2]1.[CH3:9][NH:10][CH2:11][CH2:12][C:13]([O:15][CH2:16][CH3:17])=[O:14].C(N(CC)CC)C.Cl.C(N=C=NCCCN(C)C)C>ClCCl>[CH3:9][N:10]([CH2:11][CH2:12][C:13]([O:15][CH2:16][CH3:17])=[O:14])[C:6]([C:3]1[CH:4]=[CH:5][NH:1][CH:2]=1)=[O:8]
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 8471TriethylamineHCID 101030Pyrrole-3-carboxylic acidHCID 541480Ethyl 3-(methylamino)propanoateHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride

生成物 1

HCID 53878575ethyl N-methyl-3-(3-pyrrolecarboxamido)propionate収率 79%

試薬・触媒・溶媒 1

HCID 6344
Dichloromethane
溶媒
4 回

実験手順

Into a suspension of 3.30 g (30 mmol) of 3-pyrrolecarboxylic acid in 10 me of dichloromethane, a solution of 5.90 g (45 mmol) of ethyl N-methyl-3-aminopropionate in 50 ml of dichloromethane, a solution of 4.55 g (45 mmol) of triethylamine in 50 ml of dichloromethane, and 8.63 g (45 mmol) of 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride were successively added, followed by stirring at room temperature for 3 hours. Dichloromethane was added to the reaction mixture, and the resulting organic layer was washed successively with a 10% aqueous solution of citric acid, a saturated aqueous solution of sodium hydrogencarbonate and a saturated aqueous solution of sodium chloride. The organic layer was dried over anhydrous magnesium sulfate and was then concentrated under reduced pressure, whereby 5.31 g of the title compound were obtained (yield: 79%).

後処理

  1. washthe resulting organic layer was washed successively with a 10% aqueous solution of citric acid
  2. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  3. concentrationwas then concentrated under reduced pressure

出典と根拠

ORDレコード
ord-fe34bd222d87491697457e93e13595c7
出典データセット
uspto-grants-2001_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06211362B1

反応ノート

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