Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
Triethylamine → N-[(2-bromophenyl)methyl]cyclopropanamine
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | Triethylamine | HCID 8471 | — |
| 반응물 | Methanesulfonyl chloride | HCID 31297 | — |
| 반응물 | Cyclopropylamine | HCID 69828 | — |
| 반응물 | 2-Bromobenzyl alcohol | HCID 72850 | — |
| 용매 | Diethyl Ether | HCID 3283 | — |
| 용매 | Tetrahydrofuran | HCID 8028 | — |
| 생성물 | N-[(2-bromophenyl)methyl]cyclopropanamine | HCID 20120601 | — |
반응 단계
To a THF solution (0.15 M) of 2-bromobenzyl alcohol (1 eq.) was added triethylamine (1.6 eq.). The reaction mixture was cooled to 0° C. before methanesulfonyl chloride (1.3 eq.) was added dropwise. The resulting solution was then allowed to warm slowly to RT. After 1.5 h, cyclopropylamine (5 eq.) was added to the now cloudy suspension. After another 18 h, the reaction mixture was diluted with ether and quenched with 1 N aq. NaOH. The organic extract was separated, washed with brine, dried over Na2SO4, filtered and the filtrate concentrated in vacuo. Purification of the crude product thus obtained by way of flash chromatography (SiO2, 4:1 (v/v) Hex:EtOAc→1:4 (v/v) Hex:EtOAc) afforded the title compound as a light yellow oil.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US08889714B2 |
| 출처 데이터셋 | uspto-grants-2014_11 |
| ORD ID | ord-f633d0e0cfd84eb683073d3090833983 |
| 출처 메모 | uspto-grants-2014_11 |