Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 4-Amino-1-butanol | HCID 25868 | — |
| Reactant | Pentane, 3-(bromomethyl)- | HCID 77432 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 86628445 | HCID 86628445 | 80.8% |
Reaction Steps
A mixture of 3-bromomethyl-pentane (3.0 g, 20 mmol) and 4-amino-1-butanol (5.06 mL, 55 mmol) in ethanol (20 mL) was heated at 75° C. for 16 h. The reaction mixture was concentrated and the resulting residue was diluted with dichloromethane (50 mL). The organic layer was partitioned with water (50 mL) and the aqueous layer extracted with dichloromethane (20 mL). Combined organic layers were dried over magnesium sulfate, filtered, and concentrated to give the title compound as an oil (2.8 g). 1H NMR (d6-DMSO, 400 MHz) δ (ppm): 3.37 (t, J=6.0 Hz, 2H), 2.46 (t, J=6.8 Hz, 2H), 2.37 (d, J=5.2 Hz, 2H), 1.43-1.41 (m, 4H), 1.31-1.24 (m, 5H), 0.81 (t, J=7.2 Hz, 6H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08518966B2 |
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| Source dataset | uspto-grants-2013_08 |
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| ORD ID | ord-757f71afaa6c4f75bdc8ffe9ace89f0a |
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| Source note | uspto-grants-2013_08 |
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