Trifluoroacetic acid → HCID 60123707, 화합물

HRID 1368068노트

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HRID 1368068 반응식
[CH:1]1([C:4](=[O:7])[CH:5]=[CH2:6])[CH2:3][CH2:2]1.C(O[CH2:13][N:14]([CH2:23][Si](C)(C)C)[C@@H:15]([C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)[CH3:16])CCC.FC(F)(F)C(O)=O>ClC(Cl)C>[CH:1]1([C:4]([CH:5]2[CH2:6][CH2:13][N:14]([C@@H:15]([C:17]3[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=3)[CH3:16])[CH2:23]2)=[O:7])[CH2:3][CH2:2]1

참가 물질

5

반응물 3

HCID 6422Trifluoroacetic acidHCID 5349541-Cyclopropyl-2-propen-1-oneHCID 15701915HCID 15701915, 화합물

생성물 1

HCID 60123707HCID 60123707, 화합물수율 49.6%

시약·촉매·용매 1

HCID 63651,1-Dichloroethane용매

실험 절차

The product containing 1-cyclopropyl-2-propen-1-one described in Reference Example 1 (8.01 g) and N-(normal-butoxymethyl)-N-[1-(R)-phenylethyl]trimethylsilylmethylamine (23.2 g, 79.9 mmol) were dissolved in dry dichloroethane (350 ml) to which was subsequently added dropwise trifluoroacetic acid (500 μl). After 12 hours of stirring at room temperature, the reaction solution was washed with saturated sodium bicarbonate aqueous solution (100 ml) and saturated sodium chloride aqueous solution (100 ml) in that order. This was dried over anhydrous magnesium sulfate, filtered and then concentrated under a reduced pressure. The resulting residue was applied to a flash silica gel chromatography and eluted with n-hexane:ethyl acetate=2:1, thereby obtaining 9.08 g (49.6%) of the title compound as a colorless oil. In this connection, this product was obtained as a 1:1 diastereomer mixture.

후처리

  1. washthe reaction solution was washed with saturated sodium bicarbonate aqueous solution (100 ml) and saturated sodium chloride aqueous solution (100 ml) in that order
  2. dry with materialThis was dried over anhydrous magnesium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated under a reduced pressure
  5. washeluted with n-hexane

출처 및 근거

ORD 기록
ord-73df22791e25463bbcd4edd7f0910b76
출처 데이터셋
uspto-grants-2003_06
특허 번호
US06573260B1

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