HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1370783Generated: November 1, 2026
Diisopropylethylamine → HCID 18512252, compound
https://huagongshe.com/reaction/1370783
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Methyl 4-(bromomethyl)benzoate | HCID 256687 | — |
| Reactant | HCID 18512106 | HCID 18512106 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 18512252 | HCID 18512252 | 85% |
Reaction Steps
The product from Example 6A (0.92 g, 3.8 mmoles) and diisopropylethylamine (1.7 mL, 9.5 mmoles) in DMF (9.5 mL) were treated with methyl 4-(bromomethyl)benzoate (0.74 g, 7.6 mmoles) and heated for 18 hours at 90° C. After cooling to room temperature, the mixture was diluted with diethyl ether (200 mL). The mixture was washed with saturated ammonium chloride (200 mL), water (2×200 mL), brine (150 mL), dried (Na2SO4), filtered and the filtrate was concentrated under reduced pressure. The residue was purified by flash chromatography (silica gel, 10:1→4:1 hexanes:ethyl acetate) to provide the title compound as a yellow solid (1.26 g, 85%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06583180B2 |
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| Source dataset | uspto-grants-2003_06 |
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| ORD ID | ord-4a861b3ce0ce4673b8230ecef6f2f3db |
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| Source note | uspto-grants-2003_06 |
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