Allyl Alcohol → HCID 67482524, compound

HRID 719942Notes

Reaction equation

HRID 719942 reaction equation
Cl[C:2]1[N:3]=[CH:4][C:5]([C:8]([O:10]C)=[O:9])=[N:6][CH:7]=1.[CH2:12]([OH:15])[CH:13]=[CH2:14].[OH-].[K+:17]>>[K+:17].[CH2:12]([O:15][C:2]1[N:3]=[CH:4][C:5]([C:8]([O-:10])=[O:9])=[N:6][CH:7]=1)[CH:13]=[CH2:14]

Participants

4

Reactant 3

HCID 7858Allyl AlcoholHCID 14797Potassium HydroxideHCID 406081Methyl 5-chloropyrazine-2-carboxylate

Product 1

HCID 67482524HCID 67482524, compoundYield 100.8%

Conditions

Temperature
95 °C

Procedure

A mixture of methyl 5-chloropyrazine-2-carboxylate (1.7 g, 10 mmol) and allyl alcohol (10 mL, 147 mmol) was heated with stirring to 95° C. and then treated with pulverized potassium hydroxide (1.3 g, 23 mmol). Within 10 min, a thick paste developed. The heating was continued for 2 h. The reaction mixture was concentrated in vacuo to dryness, and the residue was further concentrated in vacuo to dryness from toluene (2×50 mL). The 5-allyloxy-pyrazine-2-carboxylic acid potassium salt (2.2 g) that was isolated was used without further purification and characterization.

Workup

  1. temperaturewas heated
  2. waitThe heating was continued for 2 h
  3. concentrationThe reaction mixture was concentrated in vacuo to dryness
  4. concentrationthe residue was further concentrated in vacuo to dryness from toluene (2×50 mL)

Sources & evidence

ORD record
ord-629623466122414581ff38bf9ccd4af7
Source dataset
uspto-grants-2006_11
Patent number
US07132425B2

Reaction notes

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