Water → 2-(4-Ethynylphenyl)pyridine

HRID 1522714노트

반응식

HRID 1522714 반응식
C[Si]([C:5]#[C:6][C:7]1[CH:12]=[CH:11][C:10]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][N:14]=2)=[CH:9][CH:8]=1)(C)C.[F-].C([N+](CCCC)(CCCC)CCCC)CCC.ClCCl.O>O1CCCC1>[C:6]([C:7]1[CH:12]=[CH:11][C:10]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][N:14]=2)=[CH:9][CH:8]=1)#[CH:5]

참가 물질

6

반응물 4

HCID 962WaterHCID 6344DichloromethaneHCID 2724141Tetrabutylammonium FluorideHCID 692372572-[4-[2-(Trimethylsilyl)ethynyl]phenyl]pyridine

생성물 1

HCID 860848412-(4-Ethynylphenyl)pyridine수율 90%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

A solution of (2) (2.26 g, 8.97 mmol) and tetrabutylammonium fluoride (1 M in tetrahydrofuran, 36 mL, 36 mmol) in tetrahydrofuran was stirred at room temperature under argon for 3 hours. Dichloromethane (100 mL) and water (150 mL) were added. The organic layer was separated and the aqueous layer was extracted with dichloromethane (3×15 mL). The combined organic layers were washed with brine (200 mL), dried over anhydrous magnesium sulfate, filtered and the solvent completely removed. The residue was purified by passing through a silica plug using dichloromethane as eluent to give (3) (1.44 g, 90%).

후처리

  1. customThe organic layer was separated
  2. extractionthe aqueous layer was extracted with dichloromethane (3×15 mL)
  3. washThe combined organic layers were washed with brine (200 mL)
  4. dry with materialdried over anhydrous magnesium sulfate
  5. filtrationfiltered
  6. customthe solvent completely removed
  7. customThe residue was purified

출처 및 근거

ORD 기록
ord-36fe1fb911cf4719bd5f1ea438ae9d0d
출처 데이터셋
uspto-grants-2015_07
특허 번호
US09078330B2

반응 노트

불러오는 중…