Acetic Acid → HCID 178470080, compound

HRID 440456Notes

Reaction equation

HRID 440456 reaction equation
[C:1]([C:6](=[C:12](OC)[CH2:13][CH3:14])[C:7]([O:9][CH2:10][CH3:11])=[O:8])(OCC)=[O:2].C(O)(=O)C.[CH:21]([NH2:23])=[NH:22].[OH-].[K+].C(O)(=O)C>C(O)C>[CH2:13]([C:12]1[N:23]=[CH:21][N:22]=[C:1]([OH:2])[C:6]=1[C:7]([O:9][CH2:10][CH3:11])=[O:8])[CH3:14]

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 14797Potassium HydroxideHCID 160693Formamidine acetateHCID 15335030Ethyl 2-carboethoxy-3-methoxy-2-pentenoate

Product 1

HCID 178470080HCID 178470080, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of ethyl 2-carboethoxy-3-methoxy-2-pentenoate (11.00 g, 47.77 mmol) in ethanol (40 ml) was stirred under ice-cooling. To the mixture was added a formamidine acetic acid salt (5.96 g, 57.25 mmol), followed by addition of an aqueous solution of potassium hydroxide (85% potassium hydroxide 6.94 g (105.13 mmol)/water 40 ml). Then, the mixture was stirred at room temperature for 16 hours and the pH was adjusted to 7 by adding acetic acid.

Workup

  1. temperaturecooling

Sources & evidence

ORD record
ord-89eede60c71b4bfbaebaf608719b06b7
Source dataset
uspto-grants-1996_05
Patent number
US05519139

Reaction notes

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