Acetic Anhydride → HCID 735605, compound

HRID 1658517Notes

Reaction equation

HRID 1658517 reaction equation
[N:1]1[CH:6]=[CH:5][C:4]([CH3:7])=[CH:3][CH:2]=1.[CH3:8][O:9][C:10]1[CH:17]=[CH:16][C:13]([CH:14]=O)=[CH:12][CH:11]=1.C(OC(=O)C)(=O)C>>[CH3:8][O:9][C:10]1[CH:17]=[CH:16][C:13]([CH:14]=[CH:7][C:4]2[CH:5]=[CH:6][N:1]=[CH:2][CH:3]=2)=[CH:12][CH:11]=1

Participants

4

Reactant 3

HCID 7918Acetic AnhydrideHCID 79634-MethylpyridineHCID 312444-Methoxybenzaldehyde

Product 1

HCID 735605HCID 735605, compoundYield 55.2%

Procedure

A mixture of 4-picoline (280 g, 3.0 moles), p-methoxy benzaldehyde (410 g, 3.0 moles) and 500 ml. acetic anhydride is refluxed for 24 hours, cooled, evaporated in vacuo, and the residue taken up in water and basified with 10% sodium hydroxide. The solid is filtered and crystallized from ethanol and water to give 350 g (55%) crude 4-(p-methoxystyryl)-pyridine.

Workup

  1. temperaturecooled
  2. customevaporated in vacuo
  3. filtrationThe solid is filtered
  4. customcrystallized from ethanol and water

Sources & evidence

ORD record
ord-51657c1c9f724577885756bdbde5daa4
Source dataset
uspto-grants-1976_06
Patent number
US03965102

Reaction notes

Loading…