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313657-51-1

1-(2-HYDROXY-PHENYL)-PIPERAZINE-4-CARBOXYLIC ACID TERT-BUTYL ESTER synthesis

4synthesis methods
1011-17-2 Synthesis
1-(2-HYDROXYPHENYL)PIPERAZINE

1011-17-2
150 suppliers
$45.00/25mg

24424-99-5 Synthesis
Di-tert-butyl dicarbonate

24424-99-5
859 suppliers
$13.50/25G

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Yield:313657-51-1 92%

Reaction Conditions:

in tetrahydrofuran at 60; for 6 h;

Steps:

12

Example 12; tert-Butyl 4-(2-hydroxyphenyl)piperazine-1-carboxylate (12) (Scheme 2); To a stirred suspension of 1-(2-hydroxyphenyl)piperazine (10) (1.78 g, 0.01 mol) in 20 mL tetrahydrofuran (in a round bottom flask fitted with a gas bubbler) was added a solution of di-tert-butylcarbonate 11 (2.62 g, 0.012 mol) in 10 mL tetrahydrofuran at room temperature. Soon it became a clear solution and a gas was evolved. The resulting mixture was heated at 60° C. for 6 h. The progress of the reaction was monitored by thin layer chromatography (TLC). The solvent was evaporated, the residue was dissolved in ethyl acetate (100 mL) and washed with water (100 mL×2), dried over sodium sulphate (Na2SO4) and evaporated. The residue was triturated with MTBE and filtered to give the compound 12. White solid, 2.5 g (92%). 1H NMR (400 MHz, CDCl3): δ 1.49 (s, 9H); 2.81(t, J=4.8 Hz, 4H); 3.58 (t, J=4.8 Hz, 4H); 6.84-6.88 (m, 1H); 6.94-6.99 (m, 1H); 7.06-7.12 (m, 2H). MS (ESI): m/z=279.50 (M+H+).

References:

US2008/293736,2008,A1 Location in patent:Page/Page column 25

1-(2-HYDROXY-PHENYL)-PIPERAZINE-4-CARBOXYLIC ACID TERT-BUTYL ESTER Related Search:

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