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ChemicalBook CAS DataBase List 4-CYANOMANDELIC ACID ETHYL ESTER
847227-46-7

4-CYANOMANDELIC ACID ETHYL ESTER synthesis

2synthesis methods
302912-31-8 Synthesis
ETHYL 4-CYANOBENZOYLFORMATE

302912-31-8
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$25.00/250mg

4-CYANOMANDELIC ACID ETHYL ESTER

847227-46-7
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Yield:847227-46-7 92%

Reaction Conditions:

with methanol;sodium tetrahydroborate at 0; for 1 h;

Steps:



(R/S)-Ethyl 2-(4-cyanophenyl)-2-oxoacetate (1.128 g, 5.55 mmol) was dissolved in MeOH (20 mL) and cooled to 0 °C and NaBH4 (0.105 g, 2.78 mmol) was added. After stirring for lh, the solution was concentrated and then EtOAc was added. The EtOAc solution was washed with brine and sat NaHCC solution. The organic layer was dried (MgS04) and concentrated to give ethyl (R/5)-2-(4- cyanophenyl)-2-hydroxyacetate III-A (1.045 g, 5.09 mmol, 92 % yield): LCMS = 206.1 [M+H]+; XH NMR (400 MHz, methanol-d4) δ ppm 7.58-7.82 (4 H, m), 5.28 (1 H, s), 4.05-4.27 (2 H, m), 1.20 (3 H, t, J=7.15 Hz).

References:

WO2011/133734,2011,A1 Location in patent:Page/Page column 68-69

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