Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sulfuric Acid | HCID 1118 | — |
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | 2,3-Dihydro-5-methoxy-1,1-dimethyl-1H-indene | HCID 22152285 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 67053816 | HCID 67053816 | 89% |
Reaction Steps
To a suspension of 5-methoxy-1,1-dimethyl-indan (2.16 g, 12.25 mmol) (prepared following the procedures described in U.S. Pat. Appl. Publ., 2006100460) in water (120 ml), NBS (2.2 g, 12.3 mmol) was added. The reaction mixture was heated to 60° C. while stirring. Concentrated H2SO4 (1.3 ml, 40% aq. solution) was then added and stirring was continued for 5 hours. The reaction mixture was cooled to rt. The mixture was extracted with diethyl ether three times. The combined organic extract was washed with brine and dried (Na2SO4). Silica gel chromatography (ethyl acetate/heptane) provided 2.78 g (89%) of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09051331B2 |
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| Source dataset | uspto-grants-2015_06 |
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| ORD ID | ord-84a60f795a234838a54cc47bf8638ed0 |
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| Source note | uspto-grants-2015_06 |
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