Trifluoroacetic acid → (R)-2-[2-(3-fluorophenyl)-ethyl]pyrrolidine

HRID 928086ノート

反応式

HRID 928086 の反応式
FC(F)(F)C(O)=O.[F:8][C:9]1[CH:10]=[C:11]([CH2:15][CH2:16][C@@H:17]2[CH2:21][CH2:20][CH2:19][N:18]2C(OC(C)(C)C)=O)[CH:12]=[CH:13][CH:14]=1>C(Cl)Cl>[F:8][C:9]1[CH:10]=[C:11]([CH2:15][CH2:16][C@@H:17]2[CH2:21][CH2:20][CH2:19][NH:18]2)[CH:12]=[CH:13][CH:14]=1

参加物

4

反応物 2

HCID 6422Trifluoroacetic acidHCID 71006947tert-butyl (R)-2-[2-(3-fluoro-phenyl)ethyl]pyrrolidine-1-carboxylate2 回

生成物 1

HCID 86713377(R)-2-[2-(3-fluorophenyl)-ethyl]pyrrolidine収率 107.6%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

Trifluoroacetic acid (5 mL) was added to a solution of tert-butyl (R)-2-[2-(3-fluorophenyl)ethyl]-pyrrolidine-1-carboxylate (Intermediate 234, 0.55 g) in DCM (5 mL) and the mixture was stirred at room temperature for 1.5 hours. The mixture was evaporated to dryness and the residue was dissolved in a small amount of methanol and loaded onto a 20 g SCX-2 SPE cartridge, washed with methanol then eluted with 2M ammonia in methanol to give (R)-2-[2-(3-fluorophenyl)-ethyl]pyrrolidine (0.39 g).

後処理

  1. customThe mixture was evaporated to dryness
  2. dissolutionthe residue was dissolved in a small amount of methanol
  3. washwashed with methanol
  4. washthen eluted with 2M ammonia in methanol

出典と根拠

ORDレコード
ord-ab99dd8489684eb89307c6ddbd499d82
出典データセット
uspto-grants-2016_03
特許番号
US09290472B2

反応ノート

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