Hydrochloric Acid → 4-[(2-Fluorobenzyl)oxy]benzoic acid

HRID 410000Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 410000
[F:1][C:2]1[CH:19]=[CH:18][CH:17]=[CH:16][C:3]=1[CH2:4][O:5][C:6]1[CH:15]=[CH:14][C:9]([C:10]([O:12]C)=[O:11])=[CH:8][CH:7]=1.[OH-].[K+].Cl>CO.C1COCC1>[F:1][C:2]1[CH:19]=[CH:18][CH:17]=[CH:16][C:3]=1[CH2:4][O:5][C:6]1[CH:15]=[CH:14][C:9]([C:10]([OH:12])=[O:11])=[CH:8][CH:7]=1

Komponenten

6

Edukt 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 19861855Methyl 4-[(2-fluorophenyl)methoxy]benzoate

Produkt 1

HCID 64628464-[(2-Fluorobenzyl)oxy]benzoic acid

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

Methyl 4-(2-fluorobenzyloxy)benzoate (P1, 10.0 g, 26.9 mmol) was dissolved in methanol (60 mL) and THF (90 mL). A 45 wt % potassium hydroxide solution (20 mL) was then added and the resulting exotherm was controlled by a water bath. After 1.5 days at 20-25° C. the solution became a thick suspension. Using a water bath to control the exotherm, 20 mL of concentrated HCl was added. The mixture was then concentrated to remove the THF and methanol and 150 mL water was added. The solid was isolated by filtration and washed with 50 mL water. After drying under vacuum, the title compound was isolated as a white crystalline solid (9.4 g, 99% yield).

Aufarbeitung

  1. customthe resulting exotherm was controlled by a water bath
  2. additionwas added
  3. concentrationThe mixture was then concentrated
  4. customto remove the THF and methanol and 150 mL water
  5. additionwas added
  6. customThe solid was isolated by filtration
  7. washwashed with 50 mL water
  8. customAfter drying under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-ca2733eec1d54aea9fcfe32777919684
Quelldatensatz
uspto-grants-2014_06
Patentnummer
US08759542B2

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