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Trifluoroacetic acid → a-(RS)-ethyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane-2-methylamine trifluoroacetate

HRID 850875
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HRID 850875 반응식
C[Si]([N-:5][Si](C)(C)C)(C)C.[Li+].Cl[CH:12]([B:15]1[O:19][C:18]([CH3:21])([CH3:20])[C:17]([CH3:23])([CH3:22])[O:16]1)[CH2:13][CH3:14].[F:24][C:25]([F:30])([F:29])[C:26]([OH:28])=[O:27]>O1CCCC1>[F:24][C:25]([F:30])([F:29])[C:26]([OH:28])=[O:27].[CH2:13]([CH:12]([B:15]1[O:19][C:18]([CH3:21])([CH3:20])[C:17]([CH3:23])([CH3:22])[O:16]1)[NH2:5])[CH3:14]
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참가 물질

5

반응물 3

HCID 6422Trifluoroacetic acidHCID 2733832Lithium hexamethyldisilazaneHCID 193646402-(1-Chloropropyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

생성물 1

HCID 19364709a-(RS)-ethyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane-2-methylamine trifluoroacetate수율 16.9%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

10 ml (10 mmol) of 1M lithium bis(trimethylsilyl)amide in tetrahydrofuran were added dropwise to a solution of 2.03 g (9.9 mmol) of 2-[1(RS)-chloropropyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane in 20 ml tetrahydrofuran under a nitrogen atmosphere at -78° C. The solution was then stirred overnight at room temperature. The solvent was removed by evaporation and the residue was taken up in diethyl ether. Insoluble material was removed by filtration and the filtrate was cooled to 0° C. 2.3 ml (30 mmol) of trifluoroacetic acid were added and the solution was stirred at 0° C. for 30 minutes. The resulting precipitate was filtered off and dried to give 0.5 g of a-(RS)-ethyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane-2-methylamine trifluoroacetate as a white solid.

후처리

  1. customThe solvent was removed by evaporation
  2. customInsoluble material was removed by filtration
  3. temperaturethe filtrate was cooled to 0° C
  4. stirringthe solution was stirred at 0° C. for 30 minutes
  5. filtrationThe resulting precipitate was filtered off
  6. customdried

출처 및 근거

ORD 기록
ord-a5a7ab3bfc314ae9a2a1565e5c29f2cc
출처 데이터셋
uspto-grants-2000_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06018020

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