2-N-PROPYLPHENOL synthesis
- Product Name:2-N-PROPYLPHENOL
- CAS Number:644-35-9
- Molecular formula:C9H12O
- Molecular Weight:136.19
610-99-1
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644-35-9
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Yield:644-35-9 99%
Reaction Conditions:
with 10% Pd/C;water;hydrazine hydrate in ethanol at 100; for 24 h;Reagent/catalyst;
Steps:
The Typical Procedure for Pd/C Catalyzed Reduction of Carbonyls
General procedure: A: A mixture of ketone or aldehyde 1 (0.50 mmol), Pd/C (10.0 mg, 10 wt% palladium on activated carbon paste and 50% moisture, 0.9 mol% [Pd] based on starting material 1) in ethanol/water (30/1, 3 mL) was added into a Schlenk flask (25 mL) and stirred at room temperature. Then N2H4·H2O (100 mg, 2.0 mmol, 4.0 equiv) was added and the mixture was stirred at 100 °C. After the reaction was finished, the solvent was evaporated under reduced pressure and the residue was purified by column chromatography (petroleum ether/ethyl acetate 50:1 to 20:1) to provide hydrocarbons 2. B: A mixture of ketone or aldehyde 1 (0.50 mmol), Pd/C (10.0 mg, 10 wt% palladium on activated carbon paste and 50% moisture, 0.9 mol% [Pd] based on starting material 1) in ethanol (3 mL) was added into a Schlenk flask (25 mL) and stirred at room temperature. The reaction system was replaced 3 times with nitrogen and filled with hydrogen at 1 atmospheric pressure. Then the mixture was stirred at 100 °C. After the reaction was finished and released of the hydrogen, the solvent was evaporated under reduced pressure and the residue was purified by column chromatography (petroleum ether/ethyl acetate 50:1 to 20:1) to provide hydrocarbons 2. C: A mixture of ketone or aldehyde 1 (0.50 mmol), Pd/C (10.0 mg, 10 wt% palladium on activated carbon paste and 50% moisture, 0.9 mol% [Pd] based on starting material 1) in ethanol (3 mL) was added into a Schlenk flask (25 mL) and stirred at room temperature. Then ammonium formate (126 mg, 2.0 mmol, 4.0 equiv) was added and the mixture was stirred at 100 °C. After the reaction was finished, the solvent was evaporated under reduced pressure and the residue was purified by column chromatography (petroleum ether/ethyl acetate 50:1 to 20:1) to provide hydrocarbons 2.
References:
Zhou, Xiao-Yu;Chen, Xia [Tetrahedron Letters,2020,vol. 61,# 5,art. no. 151447] Location in patent:supporting information
764-47-6
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108-95-2
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644-35-9
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1745-81-9
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134249-16-4
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644-35-9
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23619-59-2
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644-35-9
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