HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2177823Generated: November 1, 2026
Toluene → Methyl 6-(bicyclo[2.2.2]oct-5-ene-2-ylsulphonylmethyl)-3-bromo-2-methoxybenzoate
https://huagongshe.com/reaction/2177823
Participants
| Role | Name | HCID | Charge |
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| Reactant | Toluene | HCID 1140 | — |
| Reactant | 1,3-Cyclohexadiene | HCID 11605 | — |
| Reactant | Methyl 3-bromo-2-methoxy-6-(vinylsulphonylmethyl)benzoate | HCID 67107909 | — |
| Product | Methyl 6-(bicyclo[2.2.2]oct-5-ene-2-ylsulphonylmethyl)-3-bromo-2-methoxybenzoate | HCID 67107748 | — |
Reaction Steps
A solution of methyl 3-bromo-2-methoxy-6-(vinylsulphonylmethyl)benzoate (Intermediate 172, 0.5 g), and cyclohexadiene (0.343 g) in toluene (0.5 ml) was sealed in a vial and heated at 125° C. for 3 days. After cooling, the mixture was evaporated to dryness and the residue was purified by chromatography on silica eluting with a mixture of ethyl acetate and cyclohexane with a gradient of 10-40% to give methyl 6-(bicyclo[2.2.2]oct-5-ene-2-ylsulphonylmethyl)-3-bromo-2-methoxybenzoate (0.455 g) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09067905B2 |
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| Source dataset | uspto-grants-2015_06 |
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| ORD ID | ord-c76281dd22574dc2a996cb700fb3bfdc |
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| Source note | uspto-grants-2015_06 |
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