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1257397-44-6

Methyl 2-(3-hydroxyphenyl)-4-Methylpentanoate synthesis

3synthesis methods
Benzeneacetic acid, α-(2-methyl-2-propen-1-yl)-3-(phenylmethoxy)-, methyl ester

1257397-43-5
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Methyl 2-(3-hydroxyphenyl)-4-Methylpentanoate

1257397-44-6
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Yield:1257397-44-6 100%

Reaction Conditions:

with hydrogen;palladium 10% on activated carbon in methanol;ethyl acetate;

Steps:

6.2

Step 2methyl 2-(3-(benzyloxy)phenyl)-4-methylpent-4-enoateTo a 5 L steel PARR vessel, methyl 2-(3-(benzyloxy)phenyl)-4-methyl pent-4-enoate (120 gram, 0.387 mol, 1 eq.) was dissolved in a mixture of methanol (1.5 L) and ethyl acetate (1.5 L). A suspension of palladium on carbon (10% Pd, 15.0 g) in ethyl acetate was added to the solution in the steel vessel and the vessel was brought under nitrogen atmosphere. Hydrogen gas (5 bar) was added and refilled twice. No hydrogen gas was consumed anymore and TLC showed that the reaction was completed. The solution was filtered over Celite 535 coarse (about 50 gram) and washed with ethyl acetate (150 ml). The filtrate was concentrated, and purification was done with column chromatography over silica te give a yellow oil (86.3 g, 100%). CDCl3: δ 0.9: d, 6H; δ 1.5: m, IH; δ 1.7: m, IH; δ 1.9: m, IH; δ 3.7: s, 3H; δ 5.2: s, OH; δ 6.8: dd, IH; δ 6.9: m, 2H; δ 7.2: t, 1 H.

References:

WO2010/138901,2010,A1 Location in patent:Page/Page column 108