Triethyl phosphite → Diethyl 3-chloro-4-nitrobenzylphosphonate

HRID 515310노트

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HRID 515310 반응식
Br[CH2:2][C:3]1[CH:8]=[CH:7][C:6]([N+:9]([O-:11])=[O:10])=[C:5]([Cl:12])[CH:4]=1.[P:13]([O:20]CC)([O:17][CH2:18][CH3:19])[O:14][CH2:15][CH3:16]>>[Cl:12][C:5]1[CH:4]=[C:3]([CH:8]=[CH:7][C:6]=1[N+:9]([O-:11])=[O:10])[CH2:2][P:13](=[O:20])([O:17][CH2:18][CH3:19])[O:14][CH2:15][CH3:16]

참가 물질

3

반응물 2

HCID 31215Triethyl phosphiteHCID 671933714-(Bromomethyl)-2-chloro-1-nitrobenzene

생성물 1

HCID 86654007Diethyl 3-chloro-4-nitrobenzylphosphonate수율 48%

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온도
100 °C

실험 절차

4-(Bromomethyl)-2-chloro-1-nitrobenzene (17.21 mmol, 4.31 g) and triethyl phosphite (25.8 mmol, 4.34 mL, 4.29 g) were combined and heated to 100° C. for 4 hours. The reaction mixture was quenched with water and extracted into ether. The organic phase was concentrated under vacuum. The resulting residue was purified by silica chromatography (eluting with dichloromethane-2% dichloromethane/methanol) to give the intermediate diethyl 3-chloro-4-nitrobenzylphosphonate (2.54 g).

후처리

  1. customThe reaction mixture was quenched with water
  2. extractionextracted into ether
  3. concentrationThe organic phase was concentrated under vacuum
  4. customThe resulting residue was purified by silica chromatography (eluting with dichloromethane-2% dichloromethane/methanol)

출처 및 근거

ORD 기록
ord-6ea87df4ba9246f685f279b775a66560
출처 데이터셋
uspto-grants-2015_08
특허 번호
US09108939B2

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