Water → 3-(Diethylboryl)pyridine

HRID 429382노트

반응식

HRID 429382 반응식
C([Li])CCC.Br[C:7]1[CH:8]=[N:9][CH:10]=[CH:11][CH:12]=1.[CH2:13]([B:15]([CH2:18][CH3:19])OC)[CH3:14].O>C(OCCCC)CCC.[Cl-].[Na+].O>[CH2:13]([B:15]([CH2:18][CH3:19])[C:7]1[CH:8]=[N:9][CH:10]=[CH:11][CH:12]=1)[CH3:14]

참가 물질

7

반응물 4

HCID 962WaterHCID 122863-BromopyridineHCID 522516DiethylmethoxyboraneHCID 178418339Butyllithium

생성물 1

HCID 6428513-(Diethylboryl)pyridine수율 76.8%

시약·촉매·용매 2

HCID 8909Butyl ether용매HCID 57417360Sodium chloride; water용매

실험 절차

Into a solution of n-butyl lithium (165 ml, 264 mmol) in butyl ether (250 ml) at −78 degrees under nitrogen was added 3-bromopyridine (25.4 ml, 264 mmol). After 1 h, added diethylmethoxyborane (52 ml, 396 mmol). The mixture was allowed to warm to room temperature. After 16 h, added water and brine, separated organic layer, dried over sodium sulfate, then concentrated. The resulting slurry was dissolved in isopropanol (500 ml), cooled and the product isolated by filtration give diethyl(3-pyridyl)borane (29.8 g).

후처리

  1. waitAfter 16 h
  2. customseparated organic layer
  3. dry with materialdried over sodium sulfate
  4. concentrationconcentrated
  5. dissolutionThe resulting slurry was dissolved in isopropanol (500 ml)
  6. temperaturecooled
  7. customthe product isolated by filtration

출처 및 근거

ORD 기록
ord-49831452b1514267bb7193666617d77f
출처 데이터셋
uspto-grants-2001_11
특허 번호
US06316466B1

반응 노트

불러오는 중…