Hydrochloric Acid → 2-Isopropylaniline

온도

90 °C

(CyPF-t-Bu)PdCl2 (73.0 mg, 100 mmol), LiNH2 (2.30 g, 100 mmol) and 1-Bromo-2-i-propylbenzene (1.99 g, 100 mmol) were weighed into a 100 mL round bottom flask with a stirring bar. DME (20.0 mL) was then added. The flask was sealed with a cap and wrapped tightly with electrical tape. The reaction mixture was stirred for 24 h at 90° C. The reaction mixture was allowed to cool to room temperature before pouring into ice water (50.0 mL). To this mixture was added aqueous HCl (100 mL, 1.0 M). The mixture was stirred at room temperature for 5 min and was then neutralized with a saturated solution of NaHCO3 (50.0 mL). After extraction with CH2Cl2 (3×50.0 mL), the organic layer was separated and dried over MgSO4. The solvent was evaporated, and the crude product isolated by column chromatography, eluting with hexane/ethyl acetate (70/30) to give 1.11 g (82%) of 2-i-propylaniline as a solid.

1. customThe flask was sealed with
2. customa cap
3. temperatureto cool to room temperature
4. stirringThe mixture was stirred at room temperature for 5 min
5. extractionAfter extraction with CH2Cl2 (3×50.0 mL)
6. customthe organic layer was separated
7. dry with materialdried over MgSO4
8. customThe solvent was evaporated
9. customthe crude product isolated by column chromatography
10. washeluting with hexane/ethyl acetate (70/30)

ORD 기록

ord-4c7b618d02c74a25b3562bcf63f8b36b

출처 데이터셋

uspto-grants-2011_11

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US08058477B2