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

HRID 1582025ノート

反応式

HRID 1582025 の反応式
[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]

参加物

4

反応物 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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-87e6f8bd5b23470d9d661c9177e7951e
出典データセット
uspto-grants-2004_05
特許番号
US06734189B2

反応ノート

読み込み中…