Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
Pyrrolidine → 1-(3,5-Difluorobenzyl)pyrrolidine
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | Pyrrolidine | HCID 31268 | — |
| 반응물 | Sodium Bicarbonate | HCID 516892 | — |
| 반응물 | 3,5-Difluorobenzaldehyde | HCID 588160 | — |
| 반응물 | Sodium triacetoxyborohydride | HCID 5049666 | — |
| 용매 | Tetrahydrofuran | HCID 8028 | — |
| 용매 | Ethyl Acetate | HCID 8857 | — |
| 생성물 | 1-(3,5-Difluorobenzyl)pyrrolidine | HCID 67279252 | 74% |
반응 단계
3,5-Difluorobenzaldehyde (2.0 mL, 18.24 mmol), pyrrolidine (1.8 mL, 21.56 mmol), and sodium triacetoxyborohydride (5.8 g, 27.4 mmol) were stirred in THF (50 mL) for 16 h at room temperature. Saturated aqueous NaHCO3 (30 mL) was added and after stirring for 30 min, EtOAc (50 mL) was added. The organic phase was separated and washed with brine, dried over MgSO4 and concentrated to afford 2.65 g (74%) of 1-(3,5-difluorobenzyl)pyrrolidine as a slightly cloudy oil: 1H NMR (CDCl3) δ 6.88-6.83 (m, 1H), 6.68-6.63 (m, 2H), 3.59 (s, 2H), 2.53-2.48 (m, 4H), 1.80-1.77 (m, 4H).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US08158673B2 |
| 출처 데이터셋 | uspto-grants-2012_04 |
| ORD ID | ord-2090fbbe074e4ccebf96bc4aa6be1629 |
| 출처 메모 | uspto-grants-2012_04 |