Réaction #75430

ord-361465357b144836a1136c1495d4053a

Équation de réaction

C=CC(=O)Cl
acryloyl chloride
O=C(O)c1ccc(OCCCCCCO)c(OCCCCCCO)c1
3,4-di-(6-hydroxyhexyloxy)benzoic acid
CCN(CC)c1ccccc1
N,N-diethylaniline
Cc1cc(C(C)(C)C)c(O)c(C(C)(C)C)c1
2,6-di-tert-butyl-p-cresol
C=CC(=O)OCCCCCCOc1ccc(C(=O)O)cc1OCCCCCCOC(=O)C=C
3,4-di-(6-acryloyloxyhexyloxy)benzoic acid

Solvants

Conditions de réaction

Température
60°CELSIUS
Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    Autredoes not exceed 65° C
  2. 2
    TempératureThe solution is cooled to room temperature
  3. 3
    workup.ADDITIONpoured onto ice water
  4. 4
    workup.STIRRINGwith stirring

Mode opératoire

13.6 g (0.04 mol) of 3,4-di-(6-hydroxyhexyloxy)benzoic acid, 9.6 ml (0.06 mol) of N,N-diethylaniline and 100 mg of 2,6-di-tert-butyl-p-cresol as stabilizer are added to 150 ml of 1,4-dioxane and heated to 60° C. At 60° C., 6.9 ml (0.085 mol) of acryloyl chloride are added slowly such that the reaction temperature does not exceed 65° C. The reaction mixture is stirred for 2.5 h at 60° C. The solution is cooled to room temperature and poured onto ice water with stirring. A precipitate of 3,4-di-(6-acryloyloxyhexyloxy)benzoic acid is obtained which is separated by filtration, dried and recrystallized from 300 ml of isopropanol.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US06699405B2uspto-grants-2004_03