Trifluoroacetic acid → HCID 60123707, 화합물

HRID 2417247노트

반응식

HRID 2417247 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 (8.01 g) containing 1-cyclopropyl-2-propen-1-one described in Reference Example 1 and N-(n-butoxymethyl)-N-[1-(R)-phenylethyl]trimethylsilylmethylamine (23.2 g, 79.9 mmol) were dissolved in dry dichloroethane (350 ml), and trifluoroacetic acid (500 μl) was added dropwise thereto. After 12 hours of stirring at room temperature, the reaction solution was washed with saturated sodium bicarbonate aqueous solution (100 ml) and then with saturated brine (100 ml). After drying over anhydrous magnesium sulfate and subsequent filtration, the filtrate was concentrated under a reduced pressure. The thus obtained residue was subjected to a flash silica gel chromatography, and 9.08 g (49.6%) of the title compound was obtained from an eluate of n-hexane:ethyl acetate=2:1 as a colorless oil component. In this case, this product was obtained as a diastereomer mixture of 1:1.

후처리

  1. washthe reaction solution was washed with saturated sodium bicarbonate aqueous solution (100 ml)
  2. dry with materialAfter drying over anhydrous magnesium sulfate and subsequent filtration
  3. concentrationthe filtrate was concentrated under a reduced pressure

출처 및 근거

ORD 기록
ord-7d68d503ae144eac908e61abce0acc0c
출처 데이터셋
uspto-grants-2004_11
특허 번호
US06825353B2

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