HuagongsheHuagongshe Chemistry Print Report · For research reference only
Bromine → HCID 59858673, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Bromine | HCID 24408 | — |
| Reactant | Sodium Thiosulfate | HCID 24477 | — |
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | (2,6-Dimethylphenyl)acetaldehyde | HCID 53403477 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 59858673 | HCID 59858673 | 103.8% |
Reaction Steps
2-(2,6-dimethylphenyl)-acetaldehyde (4.4 g, 29.7 mmol) was dissolved in DCM (30 mL) and dioxane (50 mL) and a solution of bromine (1.7 mL, 32.7 mmol) in DCM (30 mL) was added dropwise at room temperature. Completion of reaction was determined by GC/MS. Upon completion, sodium thiosulfate aqueous solution was added and stirred for 10 minutes. The layers were separated, and washed twice with DCM (100 mL) and combined organics with 10% aqueous LiCl solution (100 mL). The organic layers were dried over sodium sulfate, filtered and the solvent was removed under reduced pressure to give 7 g (93%) of 2-bromo-2-(2,6-dimethylphenyl)acetaldehyde as an orange oil. NMR confirmed the product, which was used without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08871361B2 |
| Source dataset | uspto-grants-2014_10 |
| ORD ID | ord-9fdcd1ed32b34b498330d173aa556f0b |
| Source note | uspto-grants-2014_10 |