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4-(3-BROMO-PROPOXY)-PHENOL synthesis

5synthesis methods
-

Yield:68065-11-2 98%

Reaction Conditions:

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

Steps:

4

[3-(4-Benzyloxy-phenoxy)-propyl]-bromide (10 g, 31.1 mmol) was dissolved in THF (100 mL). To this solution was added 10% palladium on carbon (1 g) as a suspension in THF (20 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 7 g (30.5 mmol, 98% yield) of a tan solid. 1H NMR: (400 MHz, CDCl3) 6.76 (d, J=9.1, 2H), 6.69 (d, 9.1, 2H), 4.00 (t, J=5.9, 2H), 3.60 (t, J=6.6, 2H), 2.23 (m, J=6.1, 2H).

References:

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

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