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ChemicalBook CAS DataBase List 1-BENZYL-3-METHYL-4-PIPERIDONE
34737-89-8

1-BENZYL-3-METHYL-4-PIPERIDONE synthesis

8synthesis methods
-

Yield:34737-89-8 71%

Reaction Conditions:

in dichloromethane

Steps:

7.3 Preparation of (+,-)-1,1-dimethylethyl-4-[[2-[2-(3,4-dichlorophenyl)-1-(3,5-dimethylbenzoyl)-1-piperazinyl]-2-oxoethyl]amino]-1-piperidinecarboxylate STR84
201.3. To a solution of bromoacetyl derivative 3 (3.0 g,6.2 mmol) (prepared in Example 3) in CH2 Cl2 (62 mL) at -10° C. were added Hunig's base (1.2 mL, 6.82 mmol) and compound 2 (2.48 g, 12.39 mmol). The solution was gradually warmed to RT overnight. After reaction was complete, CH2 Cl2 (300 mL) was added and washed with brine (100 mL, 3*), dried over MgSO4 and filtered. The filtrate was evaporated to dryness to give a light yellow solid which was purified by flash chromatography on flash grade silica gel (200 g), eluding with 5% ?NH4 OH/MeOH[(1:9)]/CH2 Cl2 to give 71% yield of the title compound 4 as a white solid (2.66 g, 4.4 mmol), m.p. 78°-81° C.; FAB MS [M+1]+ 35 Cl 603.1; Calcd. for C31 H40 N4 O4 Cl2, C, 61.69; H, 6.68; N,9.28; Cl, 11.74. Found: C, 61.33; H, 6.94; N, 9.17; Cl, 11.27.

References:

Schering Corporation US5869488, 1999, A

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