Water → (4-((3-Fluorophenyl)methoxy)phenyl)methanol

A solution of 3.79 g of 4-(3-fluoro-benzyloxy)-benzaldehyde in 10 ml of tetrahydrofurane was added dropwise at room temperature to a suspension of 1.25 g of lithium-aluminiumhydride in 40 ml of tetrahydrofurane. After 2 h at room temperature, successively 1.25 ml of water were added dropwise under cooling, then 3.75 ml of a sodium hydroxide solution (1 N), finally, 1.25 ml of water. The mixture was filtered over a layer of Dicalit and the tetrahydrofurane distilled off the solution under reduced pressure. The residual phase was extracted with ethyl acetate, the combined organic layers were dried over magnesium sulphate und evaporated under reduced pressure. The residue was crystallised from a mixture of ether and n-hexane to yield 2.26 g (59% of theory) of [4-(3-fluoro-benzyloxy)-phenyl]-methanol as a white solid; MS: m/e=232 (M)+.

1. temperatureunder cooling
2. filtrationThe mixture was filtered over a layer of Dicalit
3. distillationthe tetrahydrofurane distilled off the solution under reduced pressure
4. extractionThe residual phase was extracted with ethyl acetate
5. dry with materialthe combined organic layers were dried over magnesium sulphate
6. customund evaporated under reduced pressure
7. customThe residue was crystallised from a mixture of ether and n-hexane

ORD-Eintrag

ord-689c4b9b6cc845cb8ab09485a8f39b2f

Quelldatensatz

uspto-grants-2007_08

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US07253318B2