No renderable structure data available
C=CCCCCCCCCCNChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | undec-10-en-1-amine |
|---|---|
| IUPAC Name | — |
| CAS Number | 62595-52-2 |
| Database ID | 11768976 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
undec-10-en-1-amine (CAS 62595-52-2) 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 11768976
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-cf240602422a4d1b93097b0e7333dfc5Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-d66b36a7664343abaa09553a9dc0626aConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Compound XXXI was prepared as described in Scheme I from 10-undecen-1-ol, 1, by a three step procedure in an overall yield of 31%. Alkylation of phthalimide with alkanol, 1, under Mitsunobu conditions, followed by reaction with hydrazine gave 1-aminoundec-10-ene, 2, in 66% yield. The amine was derivatized with O-acetylsalicyloyl chloride and the resulting alkene, 3, was oxidized to the acid using potassium permanganate. Removal of the acetate, followed by acid precipitation provided compound XXXI in 47% yield based on amine 2. ##STR65##
Source ID: ord-ee2617c70d524fd682554ef27cc41404Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-cf240602422a4d1b93097b0e7333dfc5Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Compound XXXI was prepared as described in Scheme I from 10-undecen-1-ol, 1, by a three step procedure in an overall yield of 31%. Alkylation of phthalimide with alkanol, 1, under Mitsunobu conditions, followed by reaction with hydrazine gave 1-aminoundec-10-ene, 2, in 66% yield. The amine was derivatized with O-acetylsalicyloyl chloride and the resulting alkene, 3, was oxidized to the acid using potassium permanganate. Removal of the acetate, followed by acid precipitation provided compound XXXI in 47% yield based on amine 2. Delivery Systems
Source ID: ord-b14a178719dc41f28f80980b8e95accfConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Compound XXXI was prepared as described in Scheme I from 10-undecen-1-ol, 1, by a three step procedure in an overall yield of 31%. Alkylation of phthalimide with alkanol, 1, under Mitsunobu conditions, followed by reaction with hydrazine gave 1-aminoundec-10-ene, 2, in 66% yield. The amine was derivatized with O-acetylsalicyloyl chloride and the resulting alkene, 3, was oxidized to the acid using potassium permanganate. Removal of the acetate, followed by acid precipitation provided compound XXXI in 47% yield based on amine 2. Delivery Systems
Source ID: ord-b14a178719dc41f28f80980b8e95accfConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Compound XXXI was prepared as described in Scheme I from 10-undecen-1-ol, 1, by a three step procedure in an overall yield of 31%. Alkylation of phthalimide with alkanol, 1, under Mitsunobu conditions, followed by reaction with hydrazine gave 1-aminoundec-10-ene, 2, in 66% yield. The amine was derivatized with O-acetylsalicyloyl chloride and the resulting alkene, 3, was oxidized to the acid using potassium permanganate. Removal of the acetate, followed by acid precipitation provided compound XXXI in 47% yield based on amine 2. ##STR29##
Source ID: ord-a414e7b3fdd045958531e0637e72dc85Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of commercially available 1-aminoundec-10-ene (1 g) dissolved in ethyl formate (3.5 mL) was kept at 50° during 3 h. Evaporation of the solvent yielded 1.18 g of N-formyl-1-aminoundec-10-ene (yield: 99%). Evaporation of the solvent
Source ID: ord-a42b62b278b24ee6adee68a9f7463c74Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Commercially available 11-aminoundec-1-ene (1 g) is dissolved in ethyl formate (1.5 ml). The reaction mixture is kept at 50° C. for 3 h. Then, evaporation of the liquid phase under vacuum furnished almost quantitatively N-formyl-11-aminoundec-1-ene (1.18 g). To a stirred solution of the latter (0.5 g) in chloroform (1 ml) and pyridine (0.2 ml) is added dropwise a solution of dibromide in chloroform (2M, 1.4 ml). During addition the temperature of the mixture is maintained at 0° C. The solution is kept at 0° C. during 30 min. then diluted with dichloromethane (10 ml) and washed with saturated solutions of sodium bicarbonate (10 ml), 10% HCl (2×10 ml) and 10% sodium bisulfite (2×10 ml) successively. The organic layer is evaporated to dryness under vacuum and the solid residue is chromatographed over a silica gel column (eluent: hexane/acetone 1:1). This furnished 639 mg of pure N-formyl-10,11-dibromoundecylamine (yield 70%). Then, evaporation of the liquid phase under vacuum
Source ID: ord-5122093363c648838ef3db35f489404cConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Commercially available 11-aminoundec-1-ene (1 g) is dissolved in ethyl formate (1.5 ml). The reaction mixture is kept at 50° C. for 3 h. Then, evaporation of the liquid phase under vacuum furnished almost quantitatively N-formyl-11-aminoundec-1-ene (1.18 g). To a stirred solution of the latter (0.5 g) in chloroform (1 ml) and pyridine (0.2 ml) is added dropwise a solution of dibromide in chloroform (2M, 1.4 ml). During addition the temperature of the mixture is maintained at 0° C. The solution is kept at 0° C. during 30 min. then diluted with dichloromethane (10 ml) and washed with saturated solutions of sodium bicarbonate (10 ml), 10% HCl (2×10 ml) and 10% sodium bisulfite (2×10 ml) successively. The organic layer is evaporated to dryness under vacuum and the solid residue is chromatographed over a silica gel column (eluent: hexane/acetone 1:1). This furnished 639 mg of pure N-formyl-10,11-dibromoundecylamine (yield 70%). Then, evaporation of the liquid phase under vacuum
Source ID: ord-5122093363c648838ef3db35f489404cConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Compound XXXI was prepared as described in Scheme I from 10-undecen-1-ol, 1, by a three step procedure in an overall yield of 31%. Alkylation of phthalimide with alkanol, 1, under Mitsunobu conditions, followed by reaction with hydrazine gave 1-aminoundec-10-ene, 2, in 66% yield. The amine was derivatized with O-acetylsalicyloyl chloride and the resulting alkene, 3, was oxidized to the acid using potassium permanganate. Removal of the acetate, followed by acid precipitation provided compound XXXI in 47% yield based on amine 2. Delivery Systems
Source ID: ord-b60445dca81d45cbb0861f960cc2a34bConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Compound XXXI was prepared as described in Scheme I from 10-undecen-1-ol, 1, by a three step procedure in an overall yield of 31%. Alkylation of phthalimide with alkanol, 1, under Mitsunobu conditions, followed by reaction with hydrazine gave 1-aminoundec-10-ene, 2, in 66% yield. The amine was derivatized with O-acetylsalicyloyl chloride and the resulting alkene, 3, was oxidized to the acid using potassium permanganate. Removal of the acetate, followed by acid precipitation provided compound XXXI in 47% yield based on amine 2. ##STR65##
Source ID: ord-ee2617c70d524fd682554ef27cc41404PubChem References
These sources are listed in the compound's public database record.
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