Acetic Acid → (Z)-Ethyl 3-((2-amino-2-oxoethyl)amino)-3-(2-(2-hydroxyethoxy)phenyl)acrylate

HRID 77553

反応式

[OH:1][CH2:2][CH2:3][O:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[C:11](=O)[CH2:12][C:13]([O:15][CH2:16][CH3:17])=[O:14].Cl.[NH2:20][CH2:21][C:22]([NH2:24])=[O:23].C(N(CC)CC)C.C(O)(=O)C.C(=O)(O)[O-].[Na+]>CO>[NH2:24][C:22](=[O:23])[CH2:21][NH:20]/[C:11](/[C:6]1[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=1[O:4][CH2:3][CH2:2][OH:1])=[CH:12]\[C:13]([O:15][CH2:16][CH3:17])=[O:14]

参加物

反応条件

温度: 40 °C

実験手順

To a solution of ethyl 3-(2-(2-hydroxyethoxy)phenyl)-3-oxopropanoate (2 g, 7.94 mmol) and glycinamide hydrochloride (3.5 g, 31.7 mmol) in methanol (20 mL) was added triethylamine (3.21 g, 31.7 mmol) at room temperature. The mixture was stirred at 40° C. for 20 min. Acetic acid (1.9 g, 31.7 mmol) was added, and the mixture was stirred at 80° C. for 18 hours. The reaction mixture was cooled to room temperature and saturated sodium bicarbonate (200 mL) was added. The organic layer was separated, dried (Na2SO4) and concentrated to give a yellow solid. The solid was washed with EtOAc (20 mL), and the residue was dried under reduced pressure to give the title compound as a white solid. This material was used without further purification.

後処理

stirringthe mixture was stirred at 80° C. for 18 hours
temperatureThe reaction mixture was cooled to room temperature
customThe organic layer was separated
dry with materialdried (Na2SO4)
concentrationconcentrated
customto give a yellow solid
washThe solid was washed with EtOAc (20 mL)
customthe residue was dried under reduced pressure

出典と根拠

ORDレコード: ord-4d034faaf30a4268be8bac9fe610477f
出典データセット: uspto-grants-2014_09
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US08841314B2

反応式

参加物

反応物 5

生成物 1

試薬・触媒・溶媒 1

反応条件

実験手順

後処理

出典と根拠

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