Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diisopropylamine | HCID 7912 | — |
| Reactant | 1-Bromohexane | HCID 8101 | — |
| Reactant | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Reactant | HCID 67315765 | HCID 67315765 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 67315799 | HCID 67315799 | 85% |
Reaction Steps
Under a nitrogen stream 488 mg (1.27 mmol, 1.0 equivalent) of {(4-dipropylaminobutyl)-[4-(5-methylfuran-2-ylmethylidene)aminomethylbenzyl]}amine (26), 8 ml of N-methyl-2-pyrrolidinone, 193 mg (1.91 mmol, 1.5 equivalents) of diisopropylamine, and 252 mg (1.53 mmol, 1.2 equivalents) of 1-hexyl bromide were charged in a 50 ml recovery flask and reacted at 26° C. for six days. The reaction solution was added with 30 ml of water, and extracted with 50 ml of toluene. The organic layer was washed three times with 20 ml of a saturated sodium bicarbonate aqueous solution, washed with 20 ml of water, dried over anhydrous sodium sulfate, and concentrated, thereby obtaining 443 mg of {(4-dipropylaminobutyl)-n-hexyl-[4-(5-methylfuran-2-ylmethylidene)aminomethylbenzyl]}amine (35) as a reddish brown oily substance (yield: 85%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07977512B2 |
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| Source dataset | uspto-grants-2011_07 |
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| ORD ID | ord-f5b68b70e4fe403f87ad88a89bb1f25b |
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| Source note | uspto-grants-2011_07 |
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