Water → L-Prolinanilide

HRID 2186475ノート

反応式

HRID 2186475 の反応式
C([N:8]1[CH2:12][CH2:11][CH2:10][C@H:9]1[C:13]([NH:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)=[O:14])(OC(C)(C)C)=O.C(O)(C(F)(F)F)=O.O>C(Cl)Cl>[C:16]1([NH:15][C:13]([C@@H:9]2[CH2:10][CH2:11][CH2:12][NH:8]2)=[O:14])[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=1

参加物

5

反応物 3

HCID 962WaterHCID 6422Trifluoroacetic acidHCID 10606626HCID 10606626、化合物

生成物 1

HCID 6552381L-Prolinanilide収率 56%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a solution of (S)-(+)-N-Boc-2-phenylaminocarbonylpyrrolidine (1.1 g, 3.8 mmol) in 5 mL of CH2Cl2 at 0° C. was added 5 mL of TFA dropwise over 1 hour. The solution was warmed to room temperature and stirred for 1.5 hours. To the reaction mixture was added 100 mL of water and the aqueous layer was washed with EtOAc. The aqueous layer was then made basic with 30 mL of 10% NaOH and extracted therein with 20 mL EtOAc. The organic layer was then dried over Na2SO4, filtered and concentrated under reduced pressure to give a white solid (0.40 g, 56%). ES (+) MS m/e=191 (M+H).

後処理

  1. washthe aqueous layer was washed with EtOAc
  2. extractionextracted
  3. dry with materialThe organic layer was then dried over Na2SO4
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-768dd623eea847aaa1d8a5ac10ea0370
出典データセット
uspto-grants-2002_06
特許番号
US06403792B1

反応ノート

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