Sodium Hydroxide → 7-Methoxy-1,2,3,4-tetrahydronaphthalene-2-carboxylic acid

HRID 1640164Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1640164
[CH3:1][O:2][C:3]1[CH:12]=[C:11]2[C:6]([CH2:7][CH2:8][CH:9]([C:13]([O:15]C)=[O:14])[CH2:10]2)=[CH:5][CH:4]=1.[OH-].[Na+]>CO>[CH3:1][O:2][C:3]1[CH:12]=[C:11]2[C:6]([CH2:7][CH2:8][CH:9]([C:13]([OH:15])=[O:14])[CH2:10]2)=[CH:5][CH:4]=1

Komponenten

4

Edukt 2

HCID 14798Sodium HydroxideHCID 13058284Methyl 7-methoxy-1,2,3,4-tetrahydronaphthalene-2-carboxylate

Produkt 1

HCID 147228197-Methoxy-1,2,3,4-tetrahydronaphthalene-2-carboxylic acidAusbeute 91 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

To a solution of methyl 7-methoxy-1,2,3,4-tetrahydronaphthalene-2-carboxylate (4.03 g, 18.3 mmol), in MeOH (180 mL), was added 1N NaOH solution (73.2 mL, 73.3 mmol). The reaction was allowed to stir for 3 h and then the solvents were evaporated until approximately 50 mL of water remained. The solution was washed with Et2O and then the aqueous phase was acidified to pH 1 by the addition of 1N HCl solution. A precipitate formed and was filtered, washed with water and hexane, and dried under vacuum to give 7-methoxy-1,2,3,4tetrahydronaphthalene-2-carboxylic acid as a white solid (3.43 g, 91%).

Aufarbeitung

  1. customthe solvents were evaporated until approximately 50 mL of water
  2. washThe solution was washed with Et2O
  3. additionthe aqueous phase was acidified to pH 1 by the addition of 1N HCl solution
  4. customA precipitate formed
  5. filtrationwas filtered
  6. washwashed with water and hexane
  7. customdried under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-3e550c07cc8a4f1d946d0abf8c48e0cd
Quelldatensatz
uspto-grants-2012_02
Patentnummer
US08110687B2

Notizen zur Reaktion

Wird geladen…