HuagongsheHuagongshe Chemistry Print Report · For research reference only
2,6-Dichlorophenol → (R)-tert-butyl 1-(2,6-dichlorophenoxy)propan-2-ylcarbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2,6-Dichlorophenol | HCID 6899 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | (R)-tert-butyl 1-bromopropan-2-ylcarbamate | HCID 57081792 | — |
| Solvent | Acetone | HCID 180 | — |
| Product | (R)-tert-butyl 1-(2,6-dichlorophenoxy)propan-2-ylcarbamate | HCID 86731077 | 32.3% |
Reaction Steps
Intermediate 5A (230 mg, 0.966 mmol), cesium carbonate (409 mg, 1.256 mmol) and 2,6-dichlorophenol (157 mg, 0.966 mmol) were heated in acetone (1 mL) under microwave irradiation at 100° C. for 30 min. The solvents were removed and CH2Cl2 was added. The organic phase was washed with H2O, dried over Na2SO4, filtered and concentrated. The colorless oil was purified by ISCO (hexanes/EtOAc) to give 100 mg of Intermediate 5B (100 mg, 0.312 mmol, 32.3% yield). LC-MS 219.9 (M-Boc+H), RT=2.23 min (Method B).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08946430B2 |
| Source dataset | uspto-grants-2015_02 |
| ORD ID | ord-1dd76d0f6d97401c82f381245b6df9b7 |
| Source note | uspto-grants-2015_02 |