Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Boron trifluoride | HCID 6356 | — |
| Reactant | Trimethylhydroquinone | HCID 12785 | — |
| Reactant | 1-chloro-2-methyl-3-buten-2-ol | HCID 11789193 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | Chlorobenzene | HCID 7964 | — |
| Solvent | Hexane | HCID 8058 | — |
| Product | HCID 54411420 | HCID 54411420 | 62.8% |
Reaction Steps
Trimethylhydroquinone (2.00 g, 14 mmol) was suspended at room temperature in a mixture of chlorobenzene (10 ml) and hexane (5 ml). Boron trifluoride diethyl ether complex (3.60 ml of a 48 percent strength solution of boron trifluoride in diethyl ether, 1.95 g of boron trifluoride, 28 mmol) was then added in the course of 15 min. 1-Chloro-2-methylbut-3-en-2-ol 92.42 g, 20 mmol) was then added dropwise in the course of 15 min. After 30 min., the reaction mixture was filtered, and the filtrate was washed with chlorobenzene (10 ml) and dried at 40° C./20 mbar for 8 hours. 2.24 g (62.6 percent) of 2-(1-chloro-2-methylbut-2-en-4-yl)-1,4-dihydroxy-3,5,6-trimethylbenzene were obtained. The melting point of the product was 118° to 122° C. (decomposition). Other data regarding the product was:
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05313007 |
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| Source dataset | uspto-grants-1994_05 |
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| ORD ID | ord-efe8c4e2b513487a968e8b9491e8c3ca |
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| Source note | uspto-grants-1994_05 |
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