Ethyl Acetoacetate → HCID 54457175, compound

HRID 1762476Notes

Reaction equation

OCC[N:4]1[C:8]([CH3:9])=[CH:7][CH:6]=[C:5]1[CH3:10].[C:11]([O:17][CH2:18][CH3:19])(=[O:16])[CH2:12][C:13]([CH3:15])=[O:14]>>[C:11]([O:17][CH2:18][CH2:19][C:7]1[CH:6]=[C:5]([CH3:10])[NH:4][C:8]=1[CH3:9])(=[O:16])[CH2:12][C:13]([CH3:15])=[O:14]

Participants

Reactant 2

HCID 8868Ethyl Acetoacetate

HCID 959631-(2-Hydroxyethyl)-2,5-dimethylpyrrole

Product 1

HCID 54457175HCID 54457175, compoundYield 61%

Conditions

Temperature: 145 °C

Procedure

A mixture of 28 g (0.20 mol) of 1-(2-hydroxyethyl)-2,5-dimethylpyrrole and 31.2 g (0.24 mol) of ethyl acetoacetate was heated at 145° C. for six hours. Residual ethanol was removed in vacuo and kugelrohr distillation of the residue gave 27 g (61%) of pale green oil. NMR (CDCl3) δ 2.1 (9H, s), 3.3 (2H, s), 4.0 (4H, m) 5.6 (2H, s)

Workup

customResidual ethanol was removed in vacuo and kugelrohr distillation of the residue

Sources & evidence

ORD record: ord-4850b7bac45d4adbbec1c344a32a91a5
Source dataset: uspto-grants-1989_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04833150

Reaction notes

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