HuagongsheHuagongshe Chemistry Print Report · For research reference only
Boron tribromide → 1-formyl-2,3-dihydro-1H-indene-4-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Boron tribromide | HCID 25134 | — |
| Reactant | (1E)-1-[(methyloxy)methylidene]-2,3-dihydro-1H-indene-4-carbonitrile | HCID 68431673 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 1-formyl-2,3-dihydro-1H-indene-4-carbonitrile | HCID 59568698 | 83.4% |
Reaction Steps
A solution of (1E)-1-[(methyloxy)methylidene]-2,3-dihydro-1H-indene-4-carbonitrile (250 mg, 1.05 mmol) in DCM (5 mL) was added BBr3 dropwise at −78° C. under N2. Then the mixture was stirred at this temperature for 3 h. It was poured into ice-saturated NaHCO3 solution, and extracted with DCM. The organic layer was washed with brine and dried over Na2SO4. The solvent was removed in vacuo to give crude 1-formyl-2,3-dihydro-1H-indene-4-carbonitrile (150 mg, crude), which is used for next step directly.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08673920B2 |
| Source dataset | uspto-grants-2014_03 |
| ORD ID | ord-d0299106a2694f41935becdd71d9f814 |
| Source note | uspto-grants-2014_03 |