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Boron trifluoride etherate → HCID 58015015, 화합물

HRID 1676516
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HRID 1676516 반응식
N1([CH2:10][NH:11][CH:12]2[CH2:16][CH2:15][CH2:14][CH2:13]2)C2C=CC=CC=2N=N1.[Cl:17][C:18]([Cl:27])=[C:19]([O:25][CH3:26])[O:20][Si](C)(C)C.B(F)(F)F.CCOCC>ClCCl>[CH3:26][O:25][C:19](=[O:20])[C:18]([Cl:27])([Cl:17])[CH2:10][NH:11][CH:12]1[CH2:13][CH2:14][CH2:15][CH2:16]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 8000Boron trifluoride etherateHCID 5235843N-(benzotriazol-1-ylmethyl)cyclopentanamineHCID 11435856(2,2-Dichloro-1-methoxy-vinyloxy)-trimethylsilane

생성물 1

HCID 58015015HCID 58015015, 화합물수율 50%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of 4.3 g (0.02 mole) of benzotriazol-1-ylmethyl-cyclopentyl-amine and 6.4 g (0.030 mole) of (2,2-dichloro-1-methoxy-vinyloxy)-trimethyl-silane in 140 ml of anhydrous dichloromethane was added dropwise 3.7 ml (0.030 mole) of boron trifluride diethyl etherate at 0 degrees. The reaction was stirred at 0 degrees for 1 hour and then at room temperature for 24 hours. The reaction was quenched by the addition of 10% aqueous sodium carbonate and extracted with dichloromethane. The organic layer was washed with saturated sodium carbonate, brine, dried over sodium sulfate, filtered and concentrated under reduced pressure. Purification by silica gel chromatography, eluting with hexane-ethyl acetate (gradient, 100:0-85:15) gave 2.4 g of 2,2-dichloro-3-cyclopentylamino-propionic acid methyl ester as a colorless oil.

후처리

  1. waitat room temperature for 24 hours
  2. customThe reaction was quenched by the addition of 10% aqueous sodium carbonate
  3. extractionextracted with dichloromethane
  4. washThe organic layer was washed with saturated sodium carbonate, brine
  5. dry with materialdried over sodium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated under reduced pressure
  8. customPurification by silica gel chromatography
  9. washeluting with hexane-ethyl acetate (gradient, 100:0-85:15)

출처 및 근거

ORD 기록
ord-e20c866e1bea4a4ea87b82551f32de27
출처 데이터셋
uspto-grants-2011_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08003785B2

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