HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonium Chloride → HCID 67458995, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | Tetrabutylammonium Fluoride | HCID 2724141 | — |
| Reactant | HCID 67459820 | HCID 67459820 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 67458995 | HCID 67458995 | 87% |
Reaction Steps
TBAF (2.80 g, 8.86 mmol) was added to a stirred solution of tert-butyl 1-(1-(tert-butyldimethylsilyloxy)-3-(4-chlorophenyl)propan-2-yl)cyclopropylcarbamate (1.95 g, 4.43 mmol) in THF (80 mL). The mixture was stirred at room temperature for 2 hours. Saturated NH4Cl solution was added to the reaction. The mixture was extracted with ether. The combined organic layer was washed with brine, dried and concentrated. The residue was purified by column (hexane:EtOAc, 20:1 to 4:1) to give tert-butyl 1-(1-(4-chlorophenyl)-3-hydroxypropan-2-yl)cyclopropylcarbamate (1.25 g, 87%) as a white solid. LCMS: 325.9 [M+H+] (APCI+); Rf: 3.75 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09303040B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-e5fbfd8f0f374bd68f67e0e6ee29f9ad |
| Source note | uspto-grants-2016_04 |