Synthesis method of 3-aminomethyltetrahydrofuran
A technology of aminomethyltetrahydrofuran and a synthesis method, which is applied in directions such as organic chemistry, can solve the problems of short synthesis route, unfavorable industrial production and the like, and achieves the effects of high reaction selectivity, short synthesis route and simple process operation.
- Summary
- Abstract
- Description
- Claims
- Application Information
AI Technical Summary
Problems solved by technology
Method used
Image
Examples
Embodiment 1
[0026] Synthesis of tetrahydrofuran-3-carbaldehyde:
[0027] Add 2,5-dihydrofuran (84.11 g, 1.2 mol), rhodium dicarbonyl acetylacetonate (1.05 g, 4 mmol) and triphenylphosphine (3.15 g, 12 mmol) in the reaction kettle, and use N 2 After replacement deoxygenation, 2 MPa H is introduced 2 and 2 MPa CO at 60 o C was stirred and reacted for 6 h, cooled to room temperature, slowly vented, and filtered to obtain 119.42 g of tetrahydrofuran-3-carbaldehyde with a yield of 99.4%. 1 H NMR (400 MHz, CDCl 3 ) δ 9.64 (1H), 4.09-4.06 (q, J = 4.0 Hz, 1H),3.90-3.93 (m, 2H), 3.77-3.71 (q, J = 8.0 Hz, 1H), 3.07-3.01 (m, 1H), 2.22-2.06 (m, 2H); 13 C NMR (101 MHz, CDCl 3 ) δ 200.96, 68.00, 67.36, 51.15, 26.59.
[0028] Synthesis of 3-aminomethyltetrahydrofuran:
[0029] Add tetrahydrofuran-3-carbaldehyde (100.12 g, 1.0 mol), Raney Ni (20.02 g) and 15% ammonia methanol solution (340.0 g, 3.0 mol) in the reaction kettle, and then introduce 2 MPa of H 2 , at 60 o C was stirred and reacte...
Embodiment 2
[0031] Synthesis of tetrahydrofuran-3-carbaldehyde:
[0032] Add 2,5-dihydrofuran (84.11 g, 1.2 mol), rhodium dicarbonyl acetylacetonate (0.31 g, 1.2 mmol) and triphenylphosphine (1.26 g, 4.8 mmol) into the reaction kettle, and use N 2 After replacing deoxygenation, 2 MPa H is introduced 2 and 2 MPa CO at 60 o C was stirred and reacted for 8 h, cooled to room temperature, slowly vented, and filtered to obtain 118.58 g of tetrahydrofuran-3-carbaldehyde with a yield of 98.7%.
[0033] Synthesis of 3-aminomethyltetrahydrofuran:
[0034] Add tetrahydrofuran-3-carbaldehyde (100.12 g, 1.0 mol), Raney Ni (20.02 g) and 15% ammonia methanol solution (340 g, 3.0 mol) in the reaction kettle, then pass into 3 MPa of H 2 , at 60 o C was stirred and reacted for 12 h, cooled to room temperature, slowly vented, the catalyst was filtered off, and the filtrate was concentrated in vacuo to obtain 100.34 g of 3-aminomethyltetrahydrofuran with a yield of 99.2%.
Embodiment 3
[0036] Synthesis of tetrahydrofuran-3-carbaldehyde:
[0037] Add 2,5-dihydrofuran (84.11 g, 1.2 mol), rhodium dicarbonyl acetylacetonate (0.06 g, 0.24 mmol) and triphenylphosphine (0.25 g, 0.96 mmol) into the reaction kettle, and use N 2 After replacing deoxygenation, 2 MPa H is introduced 2 and 2 MPa CO at 80 o C was stirred and reacted for 24 h, cooled to room temperature, slowly vented, and filtered to obtain 116.66 g of tetrahydrofuran-3-carbaldehyde with a yield of 97.1%.
[0038] Synthesis of 3-aminomethyltetrahydrofuran:
[0039] Add tetrahydrofuran-3-carbaldehyde (100.12 g, 1.0 mol), Raney Ni (20.02 g) and 15% ammonia methanol solution (340 g, 3.0 mol) in the reaction kettle, and then introduce 4 MPa of H 2 , at 60 o C was stirred and reacted for 12 h, cooled to room temperature, slowly vented, the catalyst was filtered off, and the filtrate was concentrated in vacuo to obtain 100.64 g of 3-aminomethyltetrahydrofuran with a yield of 99.5%.
PUM
Login to View More Abstract
Description
Claims
Application Information
Login to View More