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ChemicalBook CAS DataBase List 4-(2-BROMOETHOXY)PHENOL

4-(2-BROMOETHOXY)PHENOL synthesis

3synthesis methods
-

Yield:31406-95-8 99%

Reaction Conditions:

with hydrogen;palladium 10% on activated carbon in tetrahydrofuran;ethanol; under 2068.65 Torr;

Steps:

3

2-(4-Benzyloxy-phenoxy)-ethyl bromide (EXAMPLE 1; 70 g, 227 mmol) was dissolved in THF (500 mL). To this solution was added Pd on carbon (10 wt %, 7 g) as a suspension in ethanol (50 mL). The resulting suspension was placed on a Parr hydrogenator at 40 psi of H2 and shaken overnight. The reaction mixture was filtered through a pad of diatomaceous earth, and the filtrate was concentrated under reduced pressure to give 48.5 g (224 mmol, 99% yield) of a tan solid. 1H NMR (400 MHz, CDCl3): 6.83 (d, J=9.1, 2H), 6.77 (d, J=9.1, 2H), 4.51 (s, 1H), 4.24 (t, J=6.3, 2H), 3.62 (t, J=6.3, 2H).

References:

US2008/194630,2008,A1 Location in patent:Page/Page column 28

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