HuagongsheHuagongshe Chemistry Print Report · For research reference only
Thionyl Chloride → Tert-butyl 4-benzhydrylpiperazine-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | tert-Butyl piperazine-1-carboxylate | HCID 143452 | — |
| Reactant | 4,4'-Dibromobenzhydrol | HCID 520429 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Tert-butyl 4-benzhydrylpiperazine-1-carboxylate | HCID 4935532 | — |
Reaction Steps
To a stirring solution of bis(4-bromophenyl)methanol (0.060 mmol) in CH2Cl2 (0.3 mL) was added thionyl chloride (40 μL, 0.60 mmol) and the reaction mixture was stirred for 48 h. The reaction was evaporated to dryness under a stream of N2 and the crude product redissolved in acetonitrile (1.0 mL). 1-Boc-piperazine (22.3 mg, 0.12 mmol) was added and the reaction mixture was refluxed for 4 h. The reaction mixture was concentrated under reduced pressure, redissolved in CH2Cl2 and passed through a short pad of SiO2, providing the 1-Boc-4-diphenylmethylpiperazine.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09133148B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-ba3e0929aa8e462081f04aea86fa36ba |
| Source note | uspto-grants-2015_09 |