Tetrahydrofuran → HCID 70110585, 화합물

HRID 1378385노트

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HRID 1378385 반응식
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

참가 물질

6

반응물 3

HCID 8028TetrahydrofuranHCID 14798Sodium HydroxideHCID 11066560HCID 11066560, 화합물

생성물 1

HCID 70110585HCID 70110585, 화합물수율 91.4%

시약·촉매·용매 2

HCID 24436Sodium Sulfate촉매HCID 21226206Ethyl acetate hexane용매

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온도
0 °C

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-df4b01bf1af2421ea0af237e1956bac7
출처 데이터셋
uspto-grants-1997_09
특허 번호
US05668147

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