Hydrochloric Acid → 4-(Phenoxymethyl)benzoic acid

HRID 970782

Reaktionsgleichung

Reaktionsgleichung von HRID 970782
[C:1]1([OH:7])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[OH-].[K+].Cl[CH2:11][C:12]1[CH:20]=[CH:19][C:15]([C:16]([OH:18])=[O:17])=[CH:14][CH:13]=1.Cl>CS(C)=O.C(=O)(O)[O-].[Na+].O>[O:7]([CH2:11][C:12]1[CH:20]=[CH:19][C:15]([C:16]([OH:18])=[O:17])=[CH:14][CH:13]=1)[C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Komponenten

8

Edukt 4

HCID 313Hydrochloric AcidHCID 996PhenolHCID 14797Potassium HydroxideHCID 742344-(Chloromethyl)benzoic acid

Produkt 1

HCID 7372674-(Phenoxymethyl)benzoic acidAusbeute 32,4 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 679Dimethyl SulfoxideLösungsmittelHCID 962WaterLösungsmittelHCID 516892Sodium BicarbonateLösungsmittel

Versuchsvorschrift

Phenol 2 (4.706 g, 50.0 mmol) and KOH (6.172 g, 110 mmol) were combined in dimethyl sulfoxide (DMSO) (250 ml). 4-Chloromethylbenzoic acid 1 (8.530 g, 50.0 mmol) was added. The mixture was stirred at room temperature overnight. The mixture was then poured into H2O and acidified with concentrated HCl. The solution was then extracted and concentrated to give a solid. The solid was dissolved in an aqueous sodium bicarbonate solution, then washed with ethyl acetate. The aqueous mixture was then acidified with dilute HCl forming a precipitate which was filtered and dried to give about 3.7 g of 4-phenoxymethylbenzoic acid 3.

Aufarbeitung

  1. extractionThe solution was then extracted
  2. concentrationconcentrated
  3. customto give a solid
  4. washwashed with ethyl acetate
  5. filtrationwas filtered
  6. customdried

Quellen und Nachweise

ORD-Eintrag
ord-22ac2626e10944b3bbc3e92d5ca95971
Quelldatensatz
uspto-grants-2007_12
Patentnummer
US07312230B2

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