Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sulfuric Acid | HCID 1118 | — |
| Reactant | Potassium Nitrate | HCID 24434 | — |
| Reactant | 1-(2-(tert-butyl)phenyl)pyrrolidine | HCID 10845838 | — |
| Product | HCID 59410042 | HCID 59410042 | 76.1% |
Reaction Steps
1-(2-tert-butylphenyl)pyrrolidine (350 mg, 1.72 mmol) was added portionwise to conc. H2SO4 (1 mL) to generate a yellow homogeneous solution. The solution was then cooled to 0° C. and KNO3 (191 mg, 1.9 mmol) was added portionwise maintaining the internal temperature below 5° C. The reaction was stirred for 2 h and then poured on ice-water and extracted with DCM, dried over Na2SO4, filtered and concentrated. The residue was purified by silica gel column chromatography to obtain 1-(2-tert-butyl-5-nitrophenyl)pyrrolidine (325 mg, 76%). LC/MS: m/z 248.9 (M+H)+ at 2.39 min (10%-99% CH3CN (0.035% TFA)/H2O (0.05% TFA)).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08802700B2 |
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| Source dataset | uspto-grants-2014_08 |
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| ORD ID | ord-d8f61630ebd74afca315ca6a52dfa041 |
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| Source note | uspto-grants-2014_08 |
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