Reaktion #1376503

ord-faa5fda9adcb4f488048bf96f13117b6

Reaktionsgleichung

COC(=O)c1ccc2c(c1)C(=O)CCC2(C)C
methyl-5,5-dimethyl-5,6-dihydro-naphthalen-8(7H)-one-2-carboxylate
COC(=O)c1ccc2c(c1)C(=O)CCC2(C)C
methyl 5,5-dimethyl-5,6-dihydro-naphthalen-8(7H)-one-2-carboxylate
COC(=O)c1ccc2c(c1)C(=O)CCC2(C)C
Compound E2
COC(=O)c1ccc2c(c1)C(=O)CCC2(C)C
methyl 5,5-dimethyl-5,6-dihydro-naphthalen-8(7H)-one-2-carboxylate
[Na+].[OH-]
sodiumhydroxide
Cl
HCl
CC1(C)CCC(=O)c2cc(C(=O)O)ccc21
title compound
CC1(C)CCC(=O)c2cc(C(=O)O)ccc21
5,5-Dimethyl-5 ,6-dihydro-naphthalen-8(7H)-one-2-carboxylic acid

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    ExtraktionThe mixture was extracted with ethyl acetate
  2. 2
    Waschenthe combined organic layer was washed with water and brine
  3. 3
    Trocknendried over MgSO4
  4. 4
    workup.DISTILLATIONThe solvent was distilled off under reduced pressure

Vorschrift

To a solution of methyl-5,5-dimethyl-5,6-dihydro-naphthalen-8(7H)-one-2-carboxylate (Compound E2, 1.05 g, 4.5 mmol) in 10 mL of ethanol and THF (10 mL) was added sodiumhydroxide 9 mL (1M solution). The solution was stirred for 16 h and thereafter acidified with 10% HCl. The mixture was extracted with ethyl acetate, the combined organic layer was washed with water and brine, and dried over MgSO4. The solvent was distilled off under reduced pressure to afford the title compound as a white solid.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05747542uspto-grants-1998_05