Iodoethane → 1,3-Dibromo-5-ethoxymethyl-benzene

A solution of 3,5-dibromobenzyl alcohol (2.0 h, 8 mmol) in tetrahydrofuran (80 mL) was cooled to 5° C. and treated with sodium hydride (dispersion in oil 55%; 316 mg, 8 mmol). The mixture was left to warm to room temperature and stirred for 15 min. Ethyliodide (2.35 g, 15 mmol) was added and the mixture stirred for 5 h. For the working-up, the reaction mixture was evaporated, then extracted with a mixture of ethyl acetate and saturated sodium hydrogencarbonate solution. After the aqueous layer was re-extracted twice with ethyl acetate, the organic layers were combined, dried over sodium sulfate, and evaporated under reduced pressure. There were obtained 1.15 g of the title compound (yield: 52%) as a yellow oil in sufficient purity to be engaged in the next step without further purification.

1. waitThe mixture was left
2. stirringthe mixture stirred for 5 h
3. customthe reaction mixture was evaporated
4. extractionextracted with a mixture of ethyl acetate and saturated sodium hydrogencarbonate solution
5. extractionAfter the aqueous layer was re-extracted twice with ethyl acetate
6. dry with materialdried over sodium sulfate
7. customevaporated under reduced pressure

ORD record

ord-6033f28e124b4a048e7b04a4348e0030

Source dataset

uspto-grants-2011_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07989449B2