Hydrochloric Acid → 4-Chloro-3-(hydroxymethyl)phenol

HRID 657837

Reaktionsgleichung

Reaktionsgleichung von HRID 657837
[H-].[Al+3].[Li+].[H-].[H-].[H-].[Cl:7][C:8]1[CH:16]=[CH:15][C:14]([OH:17])=[CH:13][C:9]=1[C:10](O)=[O:11].Cl>O1CCCC1.O.O1CCCC1>[Cl:7][C:8]1[CH:16]=[CH:15][C:14]([OH:17])=[CH:13][C:9]=1[CH2:10][OH:11]

Komponenten

6

Edukt 3

HCID 313Hydrochloric AcidHCID 4582102-Chloro-5-hydroxybenzoic acidHCID 21226445Aluminium lithium hydride

Produkt 1

HCID 247215304-Chloro-3-(hydroxymethyl)phenol

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 8028TetrahydrofuranLösungsmittelHCID 21881883Oxolane--water (1/1)Lösungsmittel

Versuchsvorschrift

Lithium aluminium hydride (1M in diethyl ether, 25 mL, 25 mmol) was added to an ice-cooled solution of 2-chloro-5-hydroxy-benzoic acid (4 g, 23.2 mmol) in tetrahydrofuran (200 mL) and the mixture was heated under reflux for 6 hours. The mixture was then diluted with a mixture of water/tetrahydrofuran, acidified with 1M hydrochloric acid, and extracted with ethyl acetate. The organic solution was dried over sodium sulphate and concentrated in vacuo to afford the title compound in quantitative yield, 4.3 g.

Aufarbeitung

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 6 hours
  3. extractionextracted with ethyl acetate
  4. dry with materialThe organic solution was dried over sodium sulphate
  5. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-9d324e7d830b4262a401a8f0f3f35f71
Quelldatensatz
uspto-grants-2011_12
Patentnummer
US08076356B2

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