Tetrahydrofuran → HCID 70110585、化合物

HRID 1378385ノート

反応式

HRID 1378385 の反応式
C([O:3][C:4]([C@H:6]1[C@H:10]([C:11]([F:14])([F:13])[F:12])[CH2:9][N:8]([CH2:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH2:7]1)=O)C.O1CCCC1.[OH-].[Na+]>S([O-])([O-])(=O)=O.[Na+].[Na+].CCCCCC.C(OCC)(=O)C>[CH2:15]([N:8]1[CH2:9][C@@H:10]([C:11]([F:14])([F:12])[F:13])[C@H:6]([CH2:4][OH:3])[CH2:7]1)[C:16]1[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=1

参加物

6

反応物 3

HCID 8028TetrahydrofuranHCID 14798Sodium HydroxideHCID 11066560HCID 11066560、化合物

生成物 1

HCID 70110585HCID 70110585、化合物収率 91.4%

試薬・触媒・溶媒 2

HCID 24436Sodium Sulfate触媒HCID 21226206Ethyl acetate hexane溶媒

反応条件

温度
0 °C

実験手順

A mixed solution of 2.86 g (9.50 mmol) of trans-1-benzyl-4-trifluoromethylpyrrolidine-3-carboxylic acid ethyl ester and 15 ml of absolute tetrahydrofuran is added dropwise to the above suspension over 40 minutes on cooling with ice. After stirring at 0° C. for 1.5 hours, the excess reagent is decomposed by adding several drops of sodium sulfate (decahydrate) and 2N sodium hydroxide. Insoluble matter is removed by filtration under reduced pressure. The filtrate is concentrated under reduced pressure. The resulting residue was purified with silica gel column chromatography (elusion solvent; n-hexane/ethyl acetate (5/1→5/2 (by volume, hereinafter the same))) to give 2.25 g of the objective substance as a colorless powder (yield 91.4%).

後処理

  1. temperatureon cooling with ice
  2. customInsoluble matter is removed by filtration under reduced pressure
  3. concentrationThe filtrate is concentrated under reduced pressure
  4. customThe resulting residue was purified with silica gel column chromatography (elusion solvent

出典と根拠

ORDレコード
ord-df4b01bf1af2421ea0af237e1956bac7
出典データセット
uspto-grants-1997_09
特許番号
US05668147

反応ノート

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