(alphaR,betaR)-beta-ethyl-N,N,alpha-trimethyl-3-(phenylmethoxy)benzenepropanamide → (alphaR,betaR)-beta-ethyl-3-hydroxy-N,N,alpha-trimethylbenzenepropanamide

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Reaction Steps

The product of Example 5 (3.0 g, 9 mmol) was dissolved in methanol, 5% Pd—C (300 mg) was added therein, after it was purged with hydrogen for three times, the reaction was carried out with stirring at room temperature for 1 hr. Then the reaction solution was filtered to remove Pd—C, the residue was washed with methanol for 3 times, and the organic phases are combined and concentrated to give the target 2.0 g, yield: 95%. 1HNMR (300 MHz, CDCl3): δ 7.2 (1H, m), 6.7-6.8 (3H, m), 2.8-2.9 (1H, m), 2.7-2.8 (1H, m), 2.6 (3H, s), 2.5 (3H, s), 1.8-1.9 (1H, m), 1.4-1.6 (1H, m), 1.1 (3H, d, J=6.2), 0.8 (3H, t, J=6.8, 14.1). ESI-MS: 236.4 (M+H).

Provenance & Evidence