3-(Chloromethyl)pyridine hydrochloride → 3-(Diethoxyphosphorylmethyl)pyridine

HRID 52168

반응식

HRID 52168 반응식
C([O-])(O)=O.[Na+].Cl.[N:7]1[CH:12]=[CH:11][CH:10]=[C:9]([CH2:13]Cl)[CH:8]=1.[CH2:15]([O:17][P:18]([O:22]CC)[O:19][CH2:20][CH3:21])[CH3:16]>>[N:7]1[CH:12]=[CH:11][CH:10]=[C:9]([CH2:13][P:18](=[O:22])([O:19][CH2:20][CH3:21])[O:17][CH2:15][CH3:16])[CH:8]=1

참가 물질

4

반응물 3

HCID 233943-(Chloromethyl)pyridine hydrochlorideHCID 31215Triethyl phosphiteHCID 516892Sodium Bicarbonate

생성물 1

HCID 104626053-(Diethoxyphosphorylmethyl)pyridine수율 26.2%

반응 조건

온도
85 °C

실험 절차

To a stirred solution of saturated NaHCO3 was added 3-picolyl chloride hydrochloride (8.2 g, 50 mmol). After gas evolution ended, the mixture was extracted with CH2Cl2. The organic phase was dried (MgSO4) and concentrated in vacuo. To the resulting residue was added triethylphosphite (8.3 g, 50 mmol) and the neat mixture was stirred and heated at 85° C. overnight. The mixture was cooled and purified by flash column chromotography on silica gel eluting with 5% MeOH--CH2Cl2 to afford 3.0 g of diethyl 3-pyridylmethylphosphonate as a yellow oil.

후처리

  1. extractionthe mixture was extracted with CH2Cl2
  2. dry with materialThe organic phase was dried (MgSO4)
  3. concentrationconcentrated in vacuo
  4. temperatureThe mixture was cooled
  5. custompurified by flash column chromotography on silica gel eluting with 5% MeOH

출처 및 근거

ORD 기록
ord-3480f0481a594e518e4e31c7f928693f
출처 데이터셋
uspto-grants-1997_04
특허 번호
US05616596

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