ChemicalBook CAS DataBase List 2-FLUORORESORCINOL

2-FLUORORESORCINOL synthesis

7synthesis methods

Product Name:2-FLUORORESORCINOL
CAS Number:103068-40-2
Molecular formula:C6H5FO2
Molecular Weight:128.1

447462-87-5
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103068-40-2
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Yield: 93%

Reaction Conditions:

Stage #1:2-fluoro-3-methoxyphenol with boron tribromide in dichloromethane at -78;
Stage #2: with water in dichloromethane at -78;

Steps:

General Procedure for the Demethylation with BBr₃; To a solution of the methoxy-derivative (8.7 mmole) in methylene chloride (40 mL), cooled to -78° C., BBr₃(1 M in methylene chloride, 4 eq. for each methoxy group) was added in drops. The reaction was stirred overnight allowing to the cooling bath to expire. The mixture was cooled again to -78° C. and quenched by addition of water in drops. The aqueous layer was extracted with EtOAc. The combined organic layers were dried on Na₂SO₄and evaporated. The residue was triturated with EtOAc to give crude resorcinol that was used for the following reaction without further purification. This procedure was used to obtain the following compounds:2-Fluoro-benzene-1,3-diolYield: 93%. MS (m/z): 129.1 (MH+).

References:

Wyeth US2009/298820, 2009, A1 Location in patent:Page/Page column 34