Trifluoroacetic acid → 1,2,3,4-Tetrahydro-beta-carboline-9-carboxylic acid 2,2,2-trichloro-ethyl ester

HRID 992415노트

반응식

HRID 992415 반응식
[Cl:1][C:2]([Cl:28])([Cl:27])[CH2:3][O:4][C:5]([N:7]1[C:19]2[CH2:18][N:17](C(OC(C)(C)C)=O)[CH2:16][CH2:15][C:14]=2[C:13]2[C:8]1=[CH:9][CH:10]=[CH:11][CH:12]=2)=[O:6].FC(F)(F)C(O)=O>ClCCl>[Cl:28][C:2]([Cl:1])([Cl:27])[CH2:3][O:4][C:5]([N:7]1[C:19]2[CH2:18][NH:17][CH2:16][CH2:15][C:14]=2[C:13]2[C:8]1=[CH:9][CH:10]=[CH:11][CH:12]=2)=[O:6]

참가 물질

4

반응물 2

HCID 6422Trifluoroacetic acidHCID 698941943,4-Dihydro-1H-beta-carboline-2,9-dicarboxylic acid 2-tert-butyl ester 9-(2,2,2-trichloro-ethyl) ester

생성물 1

HCID 698961661,2,3,4-Tetrahydro-beta-carboline-9-carboxylic acid 2,2,2-trichloro-ethyl ester수율 82.1%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

3,4-Dihydro-1H-β-carboline-2,9-dicarboxylic acid 2-tert-butyl ester 9-(2,2,2-trichloro-ethyl) ester (3.53 g) and trifluoroacetic acid (5 ml) in dichloromethane (30 ml) were stirred at room temperature for 1.5 h. The mixture was partitioned between 6N NaOH solution (70 ml) and dichloromethane (50 ml). The dichloromethane was washed with water (50 ml) and dried (MgSO4) then the solvent removed under reduced pressure to give the title compound (2.25 g, 81%) as a yellow solid.

후처리

  1. customThe mixture was partitioned between 6N NaOH solution (70 ml) and dichloromethane (50 ml)
  2. washThe dichloromethane was washed with water (50 ml)
  3. dry with materialdried (MgSO4)
  4. customthe solvent removed under reduced pressure

출처 및 근거

ORD 기록
ord-657179a64e714290934346fc8e73fb7a
출처 데이터셋
uspto-grants-2002_10
특허 번호
US06469020B2

반응 노트

불러오는 중…