Reacción #2304288

ord-1ca6b08c2acf4736b0945aaf9fb7911c

Ecuación de reacción

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

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Extracciónextracted with ethyl acetate
  2. 2
    SecadoThe organic layer was dried with anhydrous magnesium sulfate
  3. 3
    OtroThe solvent was evaporated away

Procedimiento

A reaction mixture comprising 83 g of ethyl 4-[6-(3-methyloxetan-3-ylmethoxy)hexyloxy]benzoate, 12 g of sodium hydroxide, 50 ml of water and 200 ml of Solmix (registered trade mark) was refluxed for 2 hours. This was made acidic with hydrochloric acid, and extracted with ethyl acetate. The organic layer was dried with anhydrous magnesium sulfate. The solvent was evaporated away, and 63 g of 4-[6-(3-methyloxetan-3-ylmethoxy)hexyloxy]benzoic acid (OX1) was obtained. m.p.: 58.5° C.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07407691B2uspto-grants-2008_08