Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Morpholine | HCID 8083 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-Bromobenzyl bromide | HCID 68527 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-(4-Bromobenzyl)morpholine | HCID 783503 | 78.1% |
Reaction Steps
In DMF (108 ml) was dissolved morpholine (9.0 g). To the mixture were added at room temperature triethylamine (24 ml) and 4-bromobenzyl bromide (21.5 g), and the mixture was stirred at 80° C. for 16 hours and cooled to room temperature. The reaction mixture was added to water, and the mixture was extracted with ethyl acetate, washed with saturated brine and dried with magnesium sulfate. Under reduced pressure, the solvent was evaporated, and the residue was purified with silica gel column chromatography (hexane/ethyl acetate=2/1) to give 4-(4-bromobenzyl)morpholine (17.2 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06235771B1 |
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| Source dataset | uspto-grants-2001_05 |
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| ORD ID | ord-ba8af837ec1e48c4a74b4db4e6ba1b32 |
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| Source note | uspto-grants-2001_05 |
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