HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,1-Dichloroethane → 1-Bromo-4-cyclopropoxybenzene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,1-Dichloroethane | HCID 6365 | — |
| Reactant | Chloroiodomethane | HCID 11644 | — |
| Reactant | 1-Bromo-4-(ethenyloxy)benzene | HCID 11401372 | — |
| Reactant | HCID 178418750 | HCID 178418750 | — |
| Solvent | Ammonium Chloride | HCID 25517 | — |
| Product | 1-Bromo-4-cyclopropoxybenzene | HCID 50998694 | 94.7% |
Reaction Steps
To mixture of 1-bromo-4-vinyloxybenzene (11.5 g, 58 mmol), chloroiodomethane (41 g, 232 mmol) and dichloroethane (180 mL) was added diethylzinc (15% solution in hexanes-95.5 mL, 116 mmol) over 3 h at 0° C. After 30 min stirring, NH4Cl solution (200 mL, aq. sat.) and light petrol (300 mL) was added. The organic phase was separated and concentrated in vacuo (8 bar, 50° C.). The residue was redissolved in light petrol and the insoluble material was filtered off. The filtrate was concentrated to afford sub-title compound (11.7 g, 94%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07705023B2 |
| Source dataset | uspto-grants-2010_04 |
| ORD ID | ord-e22e0e832fa649e7a2adf22246ab6cda |
| Source note | uspto-grants-2010_04 |