Acetone → HCID 14872312, compound

HRID 2260997Notes

Reaction equation

C([O-])(=O)C.[NH4+:5].[C:6]([CH2:8][C:9]([O:11]CC)=O)#[N:7].[CH3:14][C:15]([CH3:17])=O.[N+:18]([C:21]1[CH:28]=[CH:27][C:24]([CH:25]=O)=[CH:23][CH:22]=1)([O-:20])=[O:19]>>[CH3:14][C:15]1[NH:5][C:9](=[O:11])[C:8]([C:6]#[N:7])=[C:25]([C:24]2[CH:27]=[CH:28][C:21]([N+:18]([O-:20])=[O:19])=[CH:22][CH:23]=2)[CH:17]=1

Participants

Reactant 4

HCID 180Acetone

HCID 5414-Nitrobenzaldehyde

HCID 7764Ethyl cyanoacetate

HCID 517165Ammonium Acetate

Product 1

HCID 14872312HCID 14872312, compoundYield 46.2%

Procedure

In analogy to GP 1, reaction of 8.16 g ammonium acetate (106 mmol, 8 eq.), 1.41 ml ethyl cyanoacetate (13.23 mmol, 1 eq.), 0.98 ml dry acetone (13.23 mmol, 1 eq.), and 2 g 4-nitrobenzaldehyde (13.23 mmol, 1 eq.) yielded 1.56 g product (46% yield).

Sources & evidence

ORD record: ord-5ed81b6a9f5644e49008512806b6fb3b
Source dataset: uspto-grants-2010_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07846928B2

Reaction notes

Loading…