HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 272920Generated: October 25, 2026
1,3-Dibromopropane → 1-[4-(3-Bromo-propoxy)-phenyl]-cyclohexanecarbonitrile
https://huagongshe.com/reaction/272920
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1,3-Dibromopropane | HCID 8001 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 1-(4-Hydroxyphenyl)cyclohexane-1-carbonitrile | HCID 19858506 | — |
| Solvent | Acetone | HCID 180 | — |
| Product | 1-[4-(3-Bromo-propoxy)-phenyl]-cyclohexanecarbonitrile | HCID 59837504 | 87% |
Reaction Steps
1-(4-Hydroxyphenyl)cyclohexanecarbonitrile (2.0 g, 10 mmol) was taken in acetone (150 mL) and then Cs2CO3 (8.1 g, 25 mmol) was added followed by dropwise addition of 1,3 dibromopropane (5.1 mL, 50 mmol). The mixture was heated for 3 h at 70° C. After cooling and filtration, the mixture was concentrated and the residue was purified by flash chromatography (50 g silica gel, DCM) to provide the title compound (2.8 g, 87%). Note: presence of allyl derivative as impurity.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07456164B2 |
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| Source dataset | uspto-grants-2008_11 |
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| ORD ID | ord-5808d31f2c7c4558994a26b7e8007286 |
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| Source note | uspto-grants-2008_11 |
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