Ammonia → (S)-1-Amino-3-(3,4-dihydroisoquinolin-2(1H)-yl)propan-2-ol

HRID 880299노트

반응식

HRID 880299 반응식
[O:1]1[CH2:3][C@H:2]1[CH2:4][N:5]1[CH2:14][CH2:13][C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[CH2:6]1.[NH3:15]>CCO>[NH2:15][CH2:3][C@H:2]([OH:1])[CH2:4][N:5]1[CH2:14][CH2:13][C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[CH2:6]1

참가 물질

4

반응물 2

HCID 222AmmoniaHCID 30076569(R)-2-(oxiran-2-ylmethyl)-1,2,3,4-tetrahydroisoquinoline

생성물 1

HCID 25312355(S)-1-Amino-3-(3,4-dihydroisoquinolin-2(1H)-yl)propan-2-ol수율 92%

시약·촉매·용매 1

HCID 702Ethanol용매

반응 조건

온도
80 °C

실험 절차

To a solution of (R)-2-(oxiran-2-ylmethyl)-1,2,3,4-tetrahydroisoquinoline (15 g, 0.08 mol) in EtOH (100 mL) at −78° C. was slowly bubbled NH3 (g). The reaction mixture was then sealed and heated at 80° C. for 3 h. The reaction mixture was concentrated and the crude product was used in next step without further purification (15 g, Yield 92%). LCMS (m/z): 207.1 (M+1).

후처리

  1. customat −78° C.
  2. customThe reaction mixture was then sealed
  3. concentrationThe reaction mixture was concentrated
  4. customthe crude product was used in next step without further purification (15 g, Yield 92%)

출처 및 근거

ORD 기록
ord-2183d4af4c4a46eca118f30d81e61287
출처 데이터셋
uspto-grants-2015_03
특허 번호
US08993555B2

반응 노트

불러오는 중…