Tetrahydrofuran → N-[(2-bromophenyl)methyl]cyclopropanamine

HRID 1631153

반응식

HRID 1631153 반응식
[Br:1][C:2]1[CH:9]=[CH:8][CH:7]=[CH:6][C:3]=1[CH:4]=O.O1CCCC1.[CH:15]1([NH2:18])[CH2:17][CH2:16]1.C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+]>ClCCCl.O.C(O)(=O)C>[Br:1][C:2]1[CH:9]=[CH:8][CH:7]=[CH:6][C:3]=1[CH2:4][NH:18][CH:15]1[CH2:17][CH2:16]1

참가 물질

8

반응물 4

HCID 8028TetrahydrofuranHCID 69828CyclopropylamineHCID 811292-BromobenzaldehydeHCID 5049666Sodium triacetoxyborohydride

생성물 1

HCID 20120601N-[(2-bromophenyl)methyl]cyclopropanamine

시약·촉매·용매 3

HCID 111,2-Dichloroethane용매HCID 176Acetic Acid용매HCID 962Water용매

반응 조건

온도
60 °C

실험 절차

1 ml of 2-bromobenzaldehyde are dissolved in 20 ml of 1,2-dichloroethane and ml of tetrahydrofuran. 799 μl of cyclopropylamine and 643 μl of glacial acetic acid are added, and the mixture is stirred at 60° C. for 6 h. After cooling to 25° C., 5.3 g of sodium triacetoxyborohydride are added and stirred at 25° C. for a further 12 h. The mixture is poured into water, extracted three times with dichloromethane, and the combined organic phases are dried over sodium sulfate. After filtration, the filtrate is evaporated to dryness and purified by chromatography (reversed phase HPLC).

후처리

  1. temperatureAfter cooling to 25° C.
  2. stirringstirred at 25° C. for a further 12 h
  3. extractionextracted three times with dichloromethane
  4. dry with materialthe combined organic phases are dried over sodium sulfate
  5. filtrationAfter filtration
  6. customthe filtrate is evaporated to dryness
  7. custompurified by chromatography (reversed phase HPLC)

출처 및 근거

ORD 기록
ord-1d3450ae3bd44f089cabb5d6c30401eb
출처 데이터셋
uspto-grants-2014_07
특허 번호
US08791129B2

연결된 노트

불러오는 중…