(S,E)-4-Phenyl-3-butene-2-ol synthesis

12synthesis methods

Product Name:(S,E)-4-Phenyl-3-butene-2-ol
CAS Number:81176-43-4
Molecular formula:
Molecular Weight:0

1896-62-4 Synthesis

1896-62-4
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62413-47-2
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81176-43-4
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Yield:62413-47-2 99%

Reaction Conditions:

with bromopentacarbonylmanganese(I);C₃₅H₃₆FeN₃P;potassium tert-butylate;hydrogen in methanol;toluene at 40; under 22502.3 Torr; for 6 h;Catalytic behavior;enantioselective reaction;Pressure;Reagent/catalyst;Solvent;Temperature;

Steps:

7.1-11.2 Preparation of (E)-4-phenylbutyl-3-en-2-ol 2A

(1) Add ligand L3 (6.4mg, 0.011mmol), Mn(CO)5Br (2.7mg, 0.001mmol) into the reaction flask, add toluene (2mL) under argon atmosphere, and stir at 60°C for 0.5h. Prepare a catalyst solution. (2) Under argon atmosphere, add (E)-4-phenylbutyl-3-en-2-one 1A (10mmol), The catalyst solution (0.001 mmol), methanol (20 mL) and potassium tert-butoxide (0.5 mmol) prepared in step (1), After replacing hydrogen, carry out asymmetric hydrogenation reaction at 40°C and 3MPaH2 for 6 hours, The reaction solution was filtered through celite, and the filtrate was concentrated under reduced pressure to recover the solvent to obtain (R,E)-4-phenylbutyl-3-en-2-ol 2A represented by formula (2) with a yield of 99 %, the ee value of the product is 76%.

References:

CN111875474,2020,A Location in patent:Paragraph 0044-0067

1896-62-4 Synthesis

1896-62-4
218 suppliers
$11.00/100g

81176-43-4
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References

14371-10-9 Synthesis