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ChemicalBook CAS DataBase List Methyl 5-Methoxy-1,2,3,4-tetrahydronaphthalene-2-carboxylate
83781-71-9

Methyl 5-Methoxy-1,2,3,4-tetrahydronaphthalene-2-carboxylate synthesis

6synthesis methods
2-Naphthalenecarboxylic acid, 1,2,3,4-tetrahydro-1-hydroxy-5-methoxy-, methyl ester, (1R,2S)-

328553-17-9
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Yield:-

Reaction Conditions:

palladium in methanol;

Steps:

10 Preparation 10

Preparation 10 A mixture of (1R,2S)-methyl [1-hydroxy-5-methoxy-1,2,3,4-tetrahydro-2-naphthyl]formate (2.22 g) and 10% palladium on carbon in methanol (50 ml) was stirred under hydrogen (2-3 atm) at room temperature for 22 hours. The catalyst was filtered off and the filtrate was evaporated in vacuo. The residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=4:1) to give (S)-methyl (5-methoxy-1,2,3,4-tetrahydro-2-naphthyl)formate as a colorless oil (1.66 g). NMR (CDCl3, δ): 1.70-1.90 (1H, m), 2.15-2.30 (1H, m), 2.50-3.00 (5H, m), 3.74 (3H, s), 3.81 (3H, s), 6.60-6.75 (2H, m), 7.05-7.15 (1H, m) MASS (+APCI): 221 (M+ +1)

References:

US5763489,1998,A

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