N-Butylchlorodimethylsilane → (4-Bromophenylethynyl)-n-butyldimethylsilane

HRID 1692159

반응식

HRID 1692159 반응식
C([Mg]Br)(C)C.[Br:6][C:7]1[CH:12]=[CH:11][C:10]([C:13]#[CH:14])=[CH:9][CH:8]=1.[CH2:15]([Si:19](Cl)([CH3:21])[CH3:20])[CH2:16][CH2:17][CH3:18]>C1COCC1>[Br:6][C:7]1[CH:12]=[CH:11][C:10]([C:13]#[C:14][Si:19]([CH2:15][CH2:16][CH2:17][CH3:18])([CH3:21])[CH3:20])=[CH:9][CH:8]=1

참가 물질

5

반응물 3

HCID 66079N-ButylchlorodimethylsilaneHCID 136603Benzene, 1-bromo-4-ethynyl-HCID 178418365HCID 178418365, 화합물

생성물 1

HCID 66905447(4-Bromophenylethynyl)-n-butyldimethylsilane수율 90%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

i-propylmagnesiumbromide (0.67 M/THF solution, 3.10 mL, 2.1 mmol) was added dropwise to THF solution (15 mL) of 1-bromo-4-ethynylbenzene (382 mg, 2.0 mmol) at 0° C. After the mixture was stirred for 20 minutes, an ice water bath was removed. After stirring at room temperature for 10 minutes, n-butyldimethylsilyl chloride (0.69 mL, 4.0 mmol) was added to the mixture. After stirring for 2 hours, the reaction was terminated by the addition of saturated ammonium chloride solution (5 mL). The reaction mixture was extracted with ethyl acetate, and it was concentrated and thereafter purified by means of flash column chromatography to obtain (4-bromophenylethynyl)-n-butyldimethylsilane (530 mg, isolated yield: 90%).

후처리

  1. customan ice water bath was removed
  2. stirringAfter stirring at room temperature for 10 minutes
  3. stirringAfter stirring for 2 hours
  4. customthe reaction was terminated by the addition of saturated ammonium chloride solution (5 mL)
  5. extractionThe reaction mixture was extracted with ethyl acetate, and it
  6. concentrationwas concentrated
  7. custompurified by means of flash column chromatography

출처 및 근거

ORD 기록
ord-1873323f6ad14c0abe110cf23c88ae64
출처 데이터셋
uspto-grants-2012_04
특허 번호
US08153835B2

연결된 노트

불러오는 중…