Reaction #4042181
Related Literature (1)
openreactiondata ↗doi:10.1039/C8SC04228D
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-0f885e5493414c2caff2cc80548a8062No renderable structure data available
N1(CCCCCCCCCCCCCCCCCC)C(=O)C=CC1=OChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | 1-octadecylpyrrole-2,5-dione |
|---|---|
| IUPAC Name | — |
| CAS Number | 17450-30-5 |
| Database ID | 87118 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
1-octadecylpyrrole-2,5-dione (CAS 17450-30-5) 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 87118
Safety Notice
For professional research and industrial use only. Review the supplier safety data sheet before handling.
Synthesis data
10 reactions · 10 references
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-0f885e5493414c2caff2cc80548a8062Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: This compound is prepared by the procedure of Example 1 from 2.40 g (0.1 mol) of sodium hydride, 20.63 g (0.1 mol) of 2,6-di-tert-butylphenol, and 34.96 g (0.1 mole) of N-n-octadecylmaleimide in tert-butyl alcohol. The residue is purified by dry-column chromatography (3:1 heptane:ethyl acetate eluent) followed by recrystallization from petroleum ether to give 20.5 g (37%) of a white solid: mp 70°-73° C. The residue is purified by dry-column chromatography (3:1 heptane:ethyl acetate eluent) followed by recrystallization from petroleum ether
Source ID: ord-bc9998d89c954ab68c5338046a6d93d4Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: This compound is prepared by the procedure of Example 1 from 2.40 g (0.1 mol) of sodium hydride, 20.63 g (0.1 mol) of 2,6-di-tert-butylphenol, and 34.96 g (0.1 mole) of N-n-octadecylmaleimide in tert-butyl alcohol. The residue is purified by dry-column chromatography (3:1 heptane:ethyl acetate eluent) followed by recrystallization from petroleum ether to give 20.5 g (37%) of a white solid: mp 70°-73° C. The residue is purified by dry-column chromatography (3:1 heptane:ethyl acetate eluent) followed by recrystallization from petroleum ether
Source ID: ord-bc9998d89c954ab68c5338046a6d93d4Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A stirred solution of 2.8 g (14 mmol) of 2-tert-butyl-4-mercapto-6-methylaniline, 5.0 g (14 mmol) of N-octadecylmaleimide and 0.1 g (1 mmol) of triethylamine in 50 mL of toluene is heated at 50° C. for 18 hours. The solvent is removed in vacuo and the residue is purified by preparative HPLC (silica gel, 4:1, heptane:ethyl acetate eluent) to give 4.3 g (55%) of the title compound as a caramel-colored liquid. The solvent is removed in vacuo the residue is purified by preparative HPLC (silica gel, 4:1, heptane:ethyl acetate eluent)
Source ID: ord-d1dbe2ed3c4b43b4a331570ee8c496baConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: This compound is prepared by the procedure of Example 1 from 2.40 g (0.1 mol) of sodium hydride, 20.63 g (0.1 mol) of 2,6-di-tert-butylphenol, and 34.96 g (0.1 mole) of N-n-octadecylmaleimide in tert-butyl alcohol. The residue is purified by dry-column chromatography (3:1 heptane:ethyl acetate eluent) followed by recrystallization from petroleum ether to give 20.5 g (37%) of a white solid: mp 70°-73° C. The residue is purified by dry-column chromatography (3:1 heptane:ethyl acetate eluent) followed by recrystallization from petroleum ether
Source ID: ord-bc9998d89c954ab68c5338046a6d93d4Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-0f885e5493414c2caff2cc80548a8062Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: The procedure of Example 1 is repeated using 6.10 g (29 mmole) of N,N-dibenzylhydroxylamine and 10.0 g (29 mmole) of N-n-octadecylmaleimide. The residue is purified by preparative HPLC (Silica gel: 9:1 heptane:ethyl acetate eluent) to give 8.0 g (49%) of a waxy solid. The residue is purified by preparative HPLC (Silica gel: 9:1 heptane:ethyl acetate eluent) to give 8.0 g (49%) of a waxy solid
Source ID: ord-0b85d6a48ba1415095c7ab32c6b3787bConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A stirred solution of 2.8 g (14 mmol) of 2-tert-butyl-4-mercapto-6-methylaniline, 5.0 g (14 mmol) of N-octadecylmaleimide and 0.1 g (1 mmol) of triethylamine in 50 mL of toluene is heated at 50° C. for 18 hours. The solvent is removed in vacuo and the residue is purified by preparative HPLC (silica gel, 4:1, heptane:ethyl acetate eluent) to give 4.3 g (55%) of the title compound as a caramel-colored liquid. The solvent is removed in vacuo the residue is purified by preparative HPLC (silica gel, 4:1, heptane:ethyl acetate eluent)
Source ID: ord-68b54c40b3eb4d88b0dbc4f6fecd10a3Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A stirred solution of 2.8 g (14 mmol) of 2-tert-butyl-4-mercapto-6-methylaniline, 5.0 g (14 mmol) of N-octadecylmaleimide and 0.1 g (1 mmol) of triethylamine in 50 mL of toluene is heated at 50° C. for 18 hours. The solvent is removed in vacuo and the residue is purified by preparative HPLC (silica gel, 4:1, heptane:ethyl acetate eluent) to give 4.3 g (55%) of the title compound as a caramel-colored liquid. The solvent is removed in vacuo the residue is purified by preparative HPLC (silica gel, 4:1, heptane:ethyl acetate eluent)
Source ID: ord-d1dbe2ed3c4b43b4a331570ee8c496baConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: This compound is prepared by the procedure of Example 1 from 2.40 g (0.1 mol) of sodium hydride, 20.63 g (0.1 mol) of 2,6-di-tert-butylphenol, and 34.96 g (0.1 mole) of N-n-octadecylmaleimide in tert-butyl alcohol. The residue is purified by dry-column chromatography (3:1 heptane:ethyl acetate eluent) followed by recrystallization from petroleum ether to give 20.5 g (37%) of a white solid: mp 70°-73° C. The residue is purified by dry-column chromatography (3:1 heptane:ethyl acetate eluent) followed by recrystallization from petroleum ether
Source ID: ord-bc9998d89c954ab68c5338046a6d93d4PubChem References
These sources are listed in the compound's public database record.
Request a Quote
Send the required specification, quantity, destination and intended use. The CATO team will review availability and respond.
