4-Chlorosalicylic acid → 5-Chloro-2-(hydroxymethyl)phenol
Reaktionsgleichung
[Cl:1][C:2]1[CH:3]=[C:4]([OH:11])[C:5](=[CH:9][CH:10]=1)[C:6](O)=[O:7].[H-].[H-].[H-].[H-].[Li+].[Al+3]>C1COCC1>[Cl:1][C:2]1[CH:10]=[CH:9][C:5]([CH2:6][OH:7])=[C:4]([OH:11])[CH:3]=1Komponenten
4
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
A solution of 4-chloro salicylic acid (10.0 g, 58.0 mmol) in THF (150 mL) was treated with LAH (1.5 equivalent) at reflux for 2 h. After cooling to ambient temperature, the reaction solution was quenched by 1 N NaHSO4 solution (200 mL), and then extracted with ether (300 mL). After separation, the organic layer was dried over anhydrous MgSO4, filtered and concentrated. The dried crude product 25 (7.5 g, 81%) was obtained as a gray solid, and was pure enough for use without further purification.
Aufarbeitung
- temperatureat reflux for 2 h
- customthe reaction solution was quenched by 1 N NaHSO4 solution (200 mL)
- extractionextracted with ether (300 mL)
- customAfter separation
- dry with materialthe organic layer was dried over anhydrous MgSO4
- filtrationfiltered
- concentrationconcentrated
- dry with materialThe dried crude product 25 (7.5 g, 81%)
- customwas obtained as a gray solid
- customwas pure enough for use without further purification
Quellen und Nachweise
- ORD-Eintrag
- ord-d2df0ba366744a5e8f6af86cbb4b612a
- Quelldatensatz
- uspto-grants-2005_02
- Patentnummer
- US06855695B2
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