Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Bromine | HCID 24408 | — |
| Reactant | Acetic acid 10-acetoxymethyl-anthracen-9-ylmethyl ester | HCID 613145 | — |
| Reactant | HCID 67955518 | HCID 67955518 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | HCID 88531522 | HCID 88531522 | 73% |
Reaction Steps
A solution of 1-(4-(2-chlorophenyl)-1-methyl-1H-1,2,3-triazol-5-yl)ethanone (1.02 g, 4.33 mmol) was dissolved in chloroform (7 mL) and acetic (0.136 mL) was heated to reflux and then a solution of bromine (0.234 mL, 4.54 mmol) in chloroform (3 mL) was added dropwise within 10 min at and after 1 h bromine (0.09 mL, 1.73 mmol) in chloroform (2 mL) was added and heated under reflux for 1 h. After cooling to room temperature the mixture was poured onto ice-water and the mixture extracted with dichloromethane. The combined organic extracts were washed with water, brine, dried over sodium sulphate, filtered and evaporated. Purification by chromatography (silica, 10 to 60% ethyl acetate in heptane) afforded the title compound (988 mg, 73%) as an off white solid. MS: m/e=313.9/315.9 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08466181B2 |
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| Source dataset | uspto-grants-2013_06 |
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| ORD ID | ord-f1f58c5621a046b4af6384a4faa98f73 |
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| Source note | uspto-grants-2013_06 |
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