HuagongsheHuagongshe Chemistry Print Report · For research reference only
Bromine → 4-Bromo-6-tert-butyl-5-methoxy-2-methyl-1-indanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Bromine | HCID 24408 | — |
| Reactant | Sodium Acetate | HCID 517045 | — |
| Reactant | 6-(tert-Butyl)-5-methoxy-2-methyl-2,3-dihydro-1H-inden-1-one | HCID 60150269 | — |
| Catalyst | Tetrabutylammonium Bromide | HCID 74236 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 4-Bromo-6-tert-butyl-5-methoxy-2-methyl-1-indanone | HCID 60210693 | — |
Reaction Steps
Bromine (4.4 ml, 86 mmol) was added at 0° C. to a mixture of 6-tert-butyl-5-methoxy-2-methyl-1-indanone (20 g, 86 mmol), NaOAc (20.4 g) and tetrabutylammonium bromide (0.5 g) in CH2Cl2 (50 ml) and H2O (150 ml). After 16 h, 2.5 ml of Br2 and 12 g of NaOAc were added. After 24 h of stirring, the organic phase was separated, washed with water, 10% aq. Na2SO3, aq. NaHCO3, dried over MgSO4 and evaporated. The residue was used without purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07834205B2 |
| Source dataset | uspto-grants-2010_11 |
| ORD ID | ord-86e75f4673cc4d1f9b0ce4b5fea57200 |
| Source note | uspto-grants-2010_11 |