Ethyl Acetate → HCID 86594851, compound

HRID 225774

Reaction equation

[C:1]([NH2:11])(=[O:10])[CH:2]=[CH:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.Br[CH:13]([CH3:21])[C:14](=O)[CH2:15][C:16]([O:18][CH3:19])=[O:17].C(OC(=O)C)C>CN(C)C=O>[CH3:21][C:13]1[O:10][C:1]([CH:2]=[CH:3][C:4]2[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=2)=[N:11][C:14]=1[CH2:15][C:16]([O:18][CH3:19])=[O:17]

Participants

Conditions

Temperature: 100 °C

Procedure

Cinnamamide (0.5 g) and methyl 4-bromo-3-oxopentanoate (0.71 g) were dissolved in N,N-dimethylformamide (2.5 ml) and the mixture was stirred 100° C. for 15 h. Ethylacetate (50 ml) was added, and the mixture was washed with water (100 ml) and then with saturated brine (100 ml), and dried (Na2SO4). Ethyl acetate was evaporated under reduced pressure and the obtained residue was purified by column chromatography to give the title compound (0.1 g).

Workup

washthe mixture was washed with water (100 ml)
dry with materialwith saturated brine (100 ml), and dried (Na2SO4)
customEthyl acetate was evaporated under reduced pressure
customthe obtained residue was purified by column chromatography

Sources & evidence

ORD record: ord-c173fd40267040489bc68ac8304425c8
Source dataset: uspto-grants-2009_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07557123B2

Linked notes

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