Methyl iodide → HCID 19795770, 화합물

HRID 5356노트

반응식

HRID 5356 반응식
[Br:1][C:2]1[C:7]([CH:8]=[O:9])=[CH:6][C:5]([O:10][CH3:11])=[C:4]([OH:12])[C:3]=1[Cl:13].[CH2:14]1CCN2C(=NCCC2)CC1.CI.C(N(C(C)C)CC)(C)C>C(#N)C>[Br:1][C:2]1[C:3]([Cl:13])=[C:4]([O:12][CH3:14])[C:5]([O:10][CH3:11])=[CH:6][C:7]=1[CH:8]=[O:9]

참가 물질

6

반응물 4

HCID 6328Methyl iodide2회HCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81531DiisopropylethylamineHCID 2623362-bromo-3-chloro-4-hydroxy-5-methoxybenzaldehyde

생성물 1

HCID 19795770HCID 19795770, 화합물수율 71%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

Into 50 ml of acetonitrile were suspended 5.39 g (20.3 mmol), of 6-bromo-5-chlorovanillin, and 3.04 ml (20.3 mmol) of 1.8-diazabicyclo[5,4,0]-7-undecene and 2.53 ml (40.6 mmol) of methyl iodide were added dropwise under cooling with ice. After stirred for 5 hours at room temperature, 3.9 ml (22.33 mmol) if diisopropylethylamine and 2.53 ml (40.6 mmol) of methyl iodide were added under cooling with ice and the mixture was stirred for 20 hours at room temperature. After distilled off the solvent, 200 ml of dichloromethane were added to the residue, which was washed with water. After dried over anhydrous magnesium sulfate, the concentrated residue was purified by means of silica gel column chromatography (hexane-AcOEt 5:1) to obtain 4.04 g (yield 71%) of title compound as colorless needle-like crystals.

후처리

  1. temperatureunder cooling with ice
  2. temperatureunder cooling with ice
  3. stirringthe mixture was stirred for 20 hours at room temperature
  4. distillationAfter distilled off the solvent, 200 ml of dichloromethane
  5. additionwere added to the residue, which
  6. washwas washed with water
  7. dry with materialAfter dried over anhydrous magnesium sulfate
  8. customthe concentrated residue was purified by means of silica gel column chromatography (hexane-AcOEt 5:1)

출처 및 근거

ORD 기록
ord-c84f1c46a858498aa1a36a9d1af38093
출처 데이터셋
uspto-grants-1993_09
특허 번호
US05244892

반응 노트

불러오는 중…