HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Bromo-2,3-dichlorobenzene → tert-Butyl 3-(2,3-dichlorophenyl)-3-hydroxypyrrolidin-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Bromo-2,3-dichlorobenzene | HCID 42066 | — |
| Reactant | Tert-butyl 3-oxopyrrolidine-1-carboxylate | HCID 471360 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | tert-Butyl 3-(2,3-dichlorophenyl)-3-hydroxypyrrolidin-1-carboxylate | HCID 86643429 | — |
Reaction Steps
Preparation according to Example 23: 1-bromo-2,3-dichlorobenzene (2.1 g, 9.23 mmol) in dry tetrahydrofuran (40 mL), n-butyllithium (2.5 M in tetrahydrofuran, 3.7 mL, 9.23 mmol), 1-N-boc-3-pyrrolidinone (1.13 g, 6.15 mmol) in dry tetrahydrofuran (10 mL). Purified by flash column chromatography on silica gel (isooctane/ethyl acetate, 4:1 to 1:1). Yield: 1.23 g. MS m/z (rel. intensity, 70 eV) 230 (25), 196 (46), 172 (19), 57 (bp), 56 (29).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08188301B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-a0407362932c4e66a7ec06515e2cdcf5 |
| Source note | uspto-grants-2012_05 |