Pyridine → HCID 10997741, compound

HRID 619541Notes

Reaction equation

HRID 619541 reaction equation
[C:1]([O:5][CH2:6][CH2:7][CH2:8][CH2:9][OH:10])(=[O:4])[CH:2]=[CH2:3].N1C=CC=CC=1.[C:17](OC(=O)C)(=[O:19])[CH3:18]>O>[C:1]([O:5][CH2:6][CH2:7][CH2:8][CH2:9][O:10][C:17](=[O:19])[CH3:18])(=[O:4])[CH:2]=[CH2:3]

Participants

5

Reactant 3

HCID 1049PyridineHCID 7918Acetic AnhydrideHCID 755884-Hydroxybutyl acrylate

Product 1

HCID 10997741HCID 10997741, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
5 °C

Procedure

144.7 g of 4-hydroxybutyl acrylate and 118.7 g of pyridine were charged into a separable flask having a capacity of 1 liter, provided with a stirrer, a Jean-stark water separator, a cooling tube and a nitrogen gas inlet tube, and then 127.8 g of acetic anhydride was dropwise added thereto at 5° C. with stirring over 2 hours, while replacing the flask inside atomosphere with a nitrogen gas. After the dropwise addition, stirring was continued for one hour to conduct reaction. After completion of the reaction, the reaction mixture was recovered by filtration, washed successively with 0.5N hydrochloric acid, an aqueous 2.5% NaHCO3 solution and water, and dehydrated over sodium sulfate. Then pyridine was distilled off under reduced pressure, whereby 142 g of a product of the following chemical formula was obtained:

Workup

  1. customprovided with a stirrer
  2. additionAfter the dropwise addition
  3. stirringstirring
  4. waitwas continued for one hour
  5. customreaction
  6. customAfter completion of the reaction
  7. filtrationthe reaction mixture was recovered by filtration
  8. washwashed successively with 0.5N hydrochloric acid
  9. distillationThen pyridine was distilled off under reduced pressure, whereby 142 g of a product of the following chemical formula
  10. customwas obtained

Sources & evidence

ORD record
ord-22d6918fc50d450a960a4621ed7248b2
Source dataset
uspto-grants-1999_09
Patent number
US05959037

Reaction notes

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