Triethylamine → 4,4,5,5-tetramethyl-2-{(E)-2-[4-(1-methylethyl)phenyl]ethenyl}-1,3,2-dioxaborolane

HRID 1405695노트

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HRID 1405695 반응식
C(N(CC)CC)C.[C:8]([C:10]1[CH:15]=[CH:14][C:13]([CH:16]([CH3:18])[CH3:17])=[CH:12][CH:11]=1)#[CH:9].[CH3:19][C:20]1([CH3:27])[C:24]([CH3:26])([CH3:25])[O:23][BH:22][O:21]1>[H-].[Cl-].[CH-]1C=CC=C1.[CH-]1C=CC=C1.[Zr+2].CCCCCC>[CH3:19][C:20]1([CH3:27])[C:24]([CH3:26])([CH3:25])[O:23][B:22](/[CH:9]=[CH:8]/[C:10]2[CH:15]=[CH:14][C:13]([CH:16]([CH3:18])[CH3:17])=[CH:12][CH:11]=2)[O:21]1

참가 물질

6

반응물 3

HCID 8471TriethylamineHCID 6375011-Ethynyl-4-(1-methylethyl)benzeneHCID 27347684,4,5,5-Tetramethyl[1,3,2]dioxaborolane

생성물 1

HCID 682809234,4,5,5-tetramethyl-2-{(E)-2-[4-(1-methylethyl)phenyl]ethenyl}-1,3,2-dioxaborolane수율 91.3%

시약·촉매·용매 2

HCID 131718033Bis(cyclopenta-1,3-diene);hydride;zirconium(2+);chloride촉매HCID 8058Hexane용매

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온도
80 °C

실험 절차

A mixture of triethylamine (246 mg), 1-ethynyl-4-isopropylbenzene (3500 mg), 4,4,5,5-tetramethyl-1,3,2-dioxaborolane (3417 mg) and zirconocene chloride hydride (626 mg) was stirred at 80° C. overnight. To the reaction mixture was added hexane, and the mixture was filtered. The filtrate was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (6030 mg) as a yellow solid.

후처리

  1. filtrationthe mixture was filtered
  2. concentrationThe filtrate was concentrated under reduced pressure
  3. customthe residue was purified by silica gel column chromatography (ethyl acetate/hexane)

출처 및 근거

ORD 기록
ord-ad30884369834e00b5091e8dfa87c5ee
출처 데이터셋
uspto-grants-2014_12
특허 번호
US08916551B2

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