Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Boron tribromide | HCID 25134 | — |
| Reactant | HCID 11276376 | HCID 11276376 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 58136741 | HCID 58136741 | — |
Reaction Steps
At 0° C., 15.2 ml (15.24 mmol) of a 1 M solution of boron tribromide in dichloromethane were added to a solution of 1.19 g (5.08 mmol) of ethyl 4-methoxy-2-methyl-2,3-dihydro-1H-indene-2-carboxylate in 20 ml of dichloromethane. Stirring at 0° C. was continued for one hour. 16 ml of methanol were then added, and the reaction mixture was stirred overnight. 10 ml of water and 10 ml of dichloromethane were then added. After phase separation, the aqueous phase was extracted three times with dichloromethane and the combined organic phases were dried over magnesium sulfate. After filtration, the solvent was evaporated to dryness under reduced pressure. This gave 897 mg (4.35 mmol, 86% of theory) of a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08987256B2 |
|---|
| Source dataset | uspto-grants-2015_03 |
|---|
| ORD ID | ord-7f4caa3e59a94b898da9feb6fa553b87 |
|---|
| Source note | uspto-grants-2015_03 |
|---|