Hydrochloric Acid → (4-Benzyloxy-6-fluoro-naphthalen-2-yl)-methanol
Reaktionsgleichung
[H-].[Al+3].[Li+].[H-].[H-].[H-].C[O:8][C:9]([C:11]1[CH:20]=[C:19]([O:21][CH2:22][C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[C:18]2[C:13](=[CH:14][CH:15]=[C:16]([F:29])[CH:17]=2)[CH:12]=1)=O.Cl>O1CCCC1>[CH2:22]([O:21][C:19]1[C:18]2[C:13](=[CH:14][CH:15]=[C:16]([F:29])[CH:17]=2)[CH:12]=[C:11]([CH2:9][OH:8])[CH:20]=1)[C:23]1[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=1Komponenten
5
Edukt 3
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Reaktionsbedingungen
- Temperatur
- 60 °C
Versuchsvorschrift
To a slurry of lithium aluminum hydride (1.4 g, 37.4 mmol) in tetrahydrofuran (30 mL) was added a solution of 4-benzyloxy-6-fluoro-naphthalene-2-carboxylic acid methyl ester (5.8 g, 18.7 mmol) in tetrahydrofuran (30 mL) at 0° C. under a nitrogen atmosphere. After being heated at 60° C. for 1 hour under a nitrogen atmosphere, the resulting mixture was cooled to 0° C. and treated with 1 N hydrochloric acid to quench the reaction. The mixture was extracted with diethyl ether (50 mL×4). The combined organic layers were dried over sodium sulfate, filtered, and concentrated in vacuo to give (4-benzyloxy-6-fluoro-naphthalen-2-yl)-methanol (4.9 g, 93%) as a white solid.
Aufarbeitung
- temperaturethe resulting mixture was cooled to 0° C.
- customto quench
- customthe reaction
- extractionThe mixture was extracted with diethyl ether (50 mL×4)
- dry with materialThe combined organic layers were dried over sodium sulfate
- filtrationfiltered
- concentrationconcentrated in vacuo
Quellen und Nachweise
- ORD-Eintrag
- ord-bd7e89314ec94eca9b99bc890d829fc5
- Quelldatensatz
- uspto-grants-2012_05
- Patentnummer
- US08188090B2
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