N-methyl-2-pyrrolidone → HCID 21658854, compound

HRID 1509376Notes

Reaction equation

HRID 1509376 reaction equation
[OH:1][CH2:2][CH2:3][CH2:4][O:5][C:6](=[O:14])[C:7]1[CH:12]=[CH:11][C:10]([OH:13])=[CH:9][CH:8]=1.CN1CCCC1=O.[C:22](Cl)(=[O:26])[C:23]([CH3:25])=[CH2:24]>C(#N)C>[C:22]([O:1][CH2:2][CH2:3][CH2:4][O:5][C:6](=[O:14])[C:7]1[CH:12]=[CH:11][C:10]([OH:13])=[CH:9][CH:8]=1)(=[O:26])[C:23]([CH3:25])=[CH2:24]

Participants

5

Reactant 3

HCID 13387N-methyl-2-pyrrolidoneHCID 13528Methacryloyl chlorideHCID 57514474HCID 57514474, compound

Product 1

HCID 21658854HCID 21658854, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To a solution of 23 g of 4-hydroxybenzoic acid (3-hydroxypropyl)ester in 100 ml of acetonitrile was added 20 ml of N-methylpyrrolidone with stirring, followed by 16 g of methacryloyl chloride. After the mixture was reacted with stirring at 35° C. for 8 hours, the reaction mixture was poured into ice water, and the precipitated crystals were collected by filtration and recrystallized from ethyl acetate/n-hexane to give 4-hydroxybenzoic acid (3-methacryloyloxypropyl)ester (Ph-1).

Workup

  1. customAfter the mixture was reacted
  2. stirringwith stirring at 35° C. for 8 hours
  3. filtrationthe precipitated crystals were collected by filtration
  4. customrecrystallized from ethyl acetate/n-hexane

Sources & evidence

ORD record
ord-3b80a123034e4a1d923111f3853f4978
Source dataset
uspto-grants-2015_12
Patent number
US09223211B2

Reaction notes

Loading…