Réaction #833527

ord-40a0cf407e4a4e41b1698b49583d8b59

Équation de réaction

CCOC(=O)c1ccc(OCCCCCCOCC2(C)COC2)cc1
ethyl 4-[6-(3-methyloxetane-3-ylmethoxy)hexyloxy]benzoate
[Na+].[OH-]
sodium hydroxide
Cl
hydrochloric acid
CC1(COCCCCCCOc2ccc(C(=O)O)cc2)COC1
4-[6-(3-methyloxetane-3-ylmethoxy)hexyloxy)benzoic acid
Rendement 82.5%

Solvants

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    Températurewas refluxed for 2 hours
  2. 2
    Extractionextracted with ethyl acetate
  3. 3
    Séchagean organic layer was dried over anhydrous magnesium sulfate
  4. 4
    workup.DISTILLATIONThe solvent was distilled off

Mode opératoire

A mixture of ethyl 4-[6-(3-methyloxetane-3-ylmethoxy)hexyloxy]benzoate (83 g), sodium hydroxide (12 g), water (50 mL), and Solmix (registered trademark: 200 ml) was refluxed for 2 hours. The reaction mixture was rendered acidic with hydrochloric acid, extracted with ethyl acetate and an organic layer was dried over anhydrous magnesium sulfate. The solvent was distilled off to obtain 4-[6-(3-methyloxetane-3-ylmethoxy)hexyloxy)benzoic acid (OX1: 63 g). Melting point: 58.5° C.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US07393569B2uspto-grants-2008_07