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With hydrogen; sodium hydroxide In ethanol at 50℃; for 16 h; Autoclave; Inert atmosphere
Example 13Hydrogenation Reaction of Perillaldehyde (S/C=500)Into a stainless steel autoclave equipped with a glass inner tube, [Cu(NO3)(PPh3)2] (11.7 mg, 0.018 mmol) and DPPB (7.7 mg, 0.018 mmol) were introduced. The inside of the autoclave was then replaced with nitrogen. To the autoclave, an ethanolic solution of sodium hydroxide (0.03 M) (6.0 mL, 0.18 mmol) and perillaldehyde (2.02 mL, 9 mmol) were added, and stirring was performed at a hydrogen pressure of 5 MPa at 50° C. for 16 hours. The hydrogen was released with great care, and the conversion was analyzed by GC (>99percent). The contents were concentrated, and then purified by silica gel chromatography. Thus, 1.26 g of the corresponding alcohol was obtained. obtained.
92%
With hydrogen; sodium hydroxide In ethanol at 50℃; for 16 h; Autoclave; Inert atmosphere
(Example 13) Hydrogenation Reaction of Perillaldehyde (S/C=500) Into a stainless steel autoclave equipped with a glass inner tube, [Cu(NO3)(PPh3)2] (11.7mg, 0.018 mmol) and DPPB (7.7 mg, 0.018 mmol) were introduced. The inside of the autoclave was then replaced with nitrogen. To the autoclave, an ethanolic solution of sodium hydroxide (0.03 M) (6.0 mL, 0.18 mmol) and perillaldehyde (2.02 mL, 9 mmol) were added, and stirring was performed at a hydrogen pressure of 5 MPa at 50°C for 16 hours. The hydrogen was released with great care, and the conversion was analyzed by GC (>99percent). The contents were concentrated, and then purified by silica gel chromatography. Thus, 1.26 g of the corresponding alcohol was obtained. Isolated yield: 92percent, 1d/2d = 52/1
35%
With 1,1'-bis-(diphenylphosphino)ferrocene; silver(I) hexafluorophosphate; tripropylsilane; N-ethyl-N,N-diisopropylamine In water at 100℃; for 24 h;
General procedure: Degassed CH2Cl2 (0.25 mL) was added to a microwave tube containing the ligand dppf (8.3 mg, 0.015 mmol) and AgPF6 (2.5 mg, 0.01 mmol) under argon. The resulting suspension was stirred at r.t., until a clear, colorless solution was obtained; then the solvent was removed under high vacuum. Benzaldehyde (1a; 20.3 μL, 0.2 mmol), tripropylsilane (2a;125 μL, 0.6 mmol), DIPEA (6.9 μL, 0.04 mmol), and H2O(0.5 mL) were subsequently added. The reaction mixture was stirred for 24 h at 100 °C, then cooled to r.t. and extracted with CH2Cl2 (3 × 10 mL). The combined organicphase was concentrated and purified by flash column chromatography on silica gel (hexane–EtOAc, 20:1) to give the desired product 3a as a colorless oil (19.5 mg, 90percent).
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2
[ 2111-75-3 ]
[ 18479-64-6 ]
[ 536-59-4 ]
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[ 6931-54-0 ]
[ 536-59-4 ]
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[ 6931-54-0 ]
[ 4764-14-1 ]
[ 536-59-4 ]
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