HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phosphorus tribromide → 1'-[4-(Bromomethyl)benzyl]spiro[indene-1,4'-piperidine]
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phosphorus tribromide | HCID 24614 | — |
| Reactant | Benzenemethanol, 4-(spiro[1H-indene-1,4'-piperidin]-1'-ylmethyl)- | HCID 58230582 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 1'-[4-(Bromomethyl)benzyl]spiro[indene-1,4'-piperidine] | HCID 67087185 | — |
Reaction Conditions
| Temperature | 0 °C |
|---|
Reaction Steps
To a 0° C. solution of [4-(spiro[indene-1,4′-piperidine]-1′-ylmethyl)phenyl]methanol (1.5 g, 4.91 mmol) in DCM (50 mL) is added phosphorus tribromide (0.667 mL, 6.8 mmol). The reaction mixture is stirred for 15 minutes at 0° C. The reaction mixture is diluted with water (100 mL) at 0° C. and extracted with DCM (2×200 mL). The combined extracts are washed with brine, dried over sodium sulfate, filtered, and concentrated to give the title compound as an off white solid (1.1 g, 61%). ESI/MS m/z 369 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08383642B2 |
| Source dataset | uspto-grants-2013_02 |
| ORD ID | ord-1bf8b3be4e25441eb364d00e4ca33792 |
| Source note | uspto-grants-2013_02 |