No renderable structure data available
C#CCCCN1CCOCC1Chemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | 4-pent-4-ynylmorpholine |
|---|---|
| IUPAC Name | — |
| CAS Number | 14044-59-8 |
| Database ID | 23437913 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
4-pent-4-ynylmorpholine (CAS 14044-59-8) product identity, structure identifiers and related reaction data for chemical intermediate research and sourcing review.
Potential Applications
For professional research and industrial use only
Database ID 23437913
Safety Notice
For professional research and industrial use only. Review the supplier safety data sheet before handling.
Synthesis data
12 reactions · 12 references
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-170cdeafe77e417d9d65a42351e0540bConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-a31e52062e5c462f9a8a41b15ab49df7Conditions: temp:80.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of 5-iodo-pent-1-yne (2.40 g, 12.3 mmol) and morpholine (2.70 g, 30.9 mmol) was heated to 80° C. for 15 min. The mixture was diluted with Et2O and filtered. The solid residue was discarded, and the mother liquor was extracted with 3N HCl. The aqueous layer was made basic with NaOH, and back-extracted into EtOAc. Drying (Na2SO4), and concentration gave the title compound as a pale orange oil. 1H NMR (CDCl3) δ 3.67 (t, 4H), 2.39 (m, 6H), 2.21 (td, 2H), 1.93 (t, 1H), 1.67 (quint., 2H). filtered the mother liquor was extracted with 3N HCl back-extracted into EtOAc Drying (Na2SO4), and concentration
Source ID: ord-49350dfb8b9f49b7a299651d1b1938b8Conditions: temp:80.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of 5-iodo-pent-1-yne (2.40 g, 12.3 mmol) and morpholine (2.70 g, 30.9 mmol) was heated to 80° C. for 15 min. The mixture was diluted with Et2O and filtered. The solid residue was discarded, and the mother liquor was extracted with 3N HCl. The aqueous layer was made basic with NaOH, and back-extracted into EtOAc. Drying (Na2SO4), and concentration gave the title compound as a pale orange oil. 1H NMR (CDCl3) δ 3.67 (t, 4H), 2.39 (m, 6H), 2.21 (td, 2H), 1.93 (t, 1H), 1.67 (quint., 2H). filtered the mother liquor was extracted with 3N HCl back-extracted into EtOAc Drying (Na2SO4), and concentration
Source ID: ord-49350dfb8b9f49b7a299651d1b1938b8Conditions: temp:80.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of 5-iodo-pent-1-yne (2.40 g, 12.3 mmol) and morpholine (2.70 g, 30.9 mmol) was heated to 80° C. for 15 min. The mixture was diluted with Et2O and filtered. The solid residue was discarded, and the mother liquor was extracted with 3N HCl. The aqueous layer was made basic with NaOH, and back-extracted into EtOAc. Drying (Na2SO4), and concentration gave the title compound as a pale orange oil. 1H NMR (CDCl3) δ 3.67 (t, 4H), 2.39 (m, 6H), 2.21 (td, 2H), 1.93 (t, 1H), 1.67 (quint., 2H). filtered the mother liquor was extracted with 3N HCl back-extracted into EtOAc Drying (Na2SO4), and concentration
Source ID: ord-49350dfb8b9f49b7a299651d1b1938b8Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-170cdeafe77e417d9d65a42351e0540bConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-a31e52062e5c462f9a8a41b15ab49df7Conditions: temp:80.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of 5-iodo-pent-1-yne (2.40 g, 12.3 mmol) and morpholine (2.70 g, 30.9 mmol) was heated to 80° C. for 15 min. The mixture was diluted with Et2O and filtered. The solid residue was discarded, and the mother liquor was extracted with 3N HCl. The aqueous layer was made basic with NaOH, and back-extracted into EtOAc. Drying (Na2SO4), and concentration gave the title compound as a pale orange oil. 1H NMR (CDCl3) δ 3.67 (t, 4H), 2.39 (m, 6H), 2.21 (td, 2H), 1.93 (t, 1H), 1.67 (quint., 2H). filtered the mother liquor was extracted with 3N HCl back-extracted into EtOAc Drying (Na2SO4), and concentration
Source ID: ord-b7853e5453874b828457949e84ebbcb7Conditions: temp:80.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of 5-iodo-pent-1-yne (2.40 g, 12.3 mmol) and morpholine (2.70 g, 30.9 mmol) was heated to 80° C. for 15 min. The mixture was diluted with Et2O and filtered. The solid residue was discarded, and the mother liquor was extracted with 3N HCl. The aqueous layer was made basic with NaOH, and back-extracted into EtOAc. Drying (Na2SO4), and concentration gave the title compound as a pale orange oil. 1H NMR (CDCl3) δ 3.67 (t, 4H), 2.39 (m, 6H), 2.21 (td, 2H), 1.93 (t, 1H), 1.67 (quint., 2H). filtered the mother liquor was extracted with 3N HCl back-extracted into EtOAc Drying (Na2SO4), and concentration
Source ID: ord-49350dfb8b9f49b7a299651d1b1938b8Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Trifluoro-methanesulfonic acid 1-(3,5-dichloro-pyridin-4-ylmethyl)-6-methoxy-phthalazin-5-yl ester (0.935 g, 2 mmoles), prepared as described in example 73, 4-pent-4-ynyl-morpholine (0.37 g, 2.4 mmoles), diethylamine (9 ml) and dry acetonitrile (6 ml), then bis(triphenylphosphine)PdCl2 (0.014 g, 0.02 mmole) and Cul (0.004 g, 0.02 mmole) were charged in a flask under N2 and the mixture was stirred at room temperature overnight, brought to dryness, the residue taken up in ethyl acetate and washed with water. The organic phase was washed with water, anhydrified and concentrated to give an oil which was flash chromatographed (eluent: CH2Cl2/CH3OH/NH3 95:5:0.5) to give an oil which was dissolved in ethyl acetate and precipitated by adding HCl in ethyl ether. There was yielded 0.09 g of the title compound. m.p.: 129-131° C. (dec.). washed with water The organic phase was washed with water, anhydrified concentrated to give an oil which chromatographed (eluent: CH2Cl2/CH3OH/NH3 95:5:0.5) to give an oil which precipitated by adding HCl in ethyl ether
Source ID: ord-371b9145fcd942f79d062f66c468890fConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Trifluoro-methanesulfonic acid 1-(3,5-dichloro-pyridin-4-ylmethyl)-6-methoxy-phthalazin-5-yl ester (0.935 g, 2 mmoles), prepared as described in example 73, 4-pent-4-ynyl-morpholine (0.37 g, 2.4 mmoles), diethylamine (9 ml) and dry acetonitrile (6 ml), then bis(triphenylphosphine)PdCl2 (0.014 g, 0.02 mmole) and Cul (0.004 g, 0.02 mmole) were charged in a flask under N2 and the mixture was stirred at room temperature overnight, brought to dryness, the residue taken up in ethyl acetate and washed with water. The organic phase was washed with water, anhydrified and concentrated to give an oil which was flash chromatographed (eluent: CH2Cl2/CH3OH/NH3 95:5:0.5) to give an oil which was dissolved in ethyl acetate and precipitated by adding HCl in ethyl ether. There was yielded 0.09 g of the title compound. m.p.: 129-131° C. (dec.). washed with water The organic phase was washed with water, anhydrified concentrated to give an oil which chromatographed (eluent: CH2Cl2/CH3OH/NH3 95:5:0.5) to give an oil which precipitated by adding HCl in ethyl ether
Source ID: ord-371b9145fcd942f79d062f66c468890fConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Trifluoromethanesulfonic acid 1-(3,5-dichloro-pyridin-4-ylmethyl)-6-methoxy-phthalazin-5-yl ester (0.935 g, 2 mmoles), prepared as described in example 73, 4-pent-4-ynyl-morpholine (0.37 g, 2.4 mmoles), diethylamine (9 ml) and dry acetonitrile (6 ml), then bis(triphenylphosphine)PdCl2 (0.014 g, 0.02 mmole) and CuI (0.004 g, 0.02 mmole) were charged in a flask under N2 and the mixture was stirred at room temperature overnight, brought to dryness, the residue taken up in ethyl acetate and washed with water. The organic phase was washed with water, anhydrified and concentrated to give an oil which was flash chromatographed (eluent: CH2Cl2/CH3OH/NH3 95:5:0.5) to give an oil which was dissolved in ethyl acetate and precipitated by adding HCl in ethyl ether. There was yielded 0.09 g of the title compound. m.p.: 129-13 1° C. (dec.). washed with water The organic phase was washed with water, anhydrified concentrated to give an oil which chromatographed (eluent: CH2Cl2/CH3OH/NH3 95:5:0.5) to give an oil which precipitated by adding HCl in ethyl ether
Source ID: ord-8a2b3dbbf2ea4d3eaf97628650d9e0b0PubChem References
These sources are listed in the compound's public database record.
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