Triethyl phosphite → Diethyl 3-chloro-4-nitrobenzylphosphonate

HRID 515310ノート

反応式

HRID 515310 の反応式
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]

参加物

3

反応物 2

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

生成物 1

HCID 86654007Diethyl 3-chloro-4-nitrobenzylphosphonate収率 48%

反応条件

温度
100 °C

実験手順

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).

後処理

  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)

出典と根拠

ORDレコード
ord-6ea87df4ba9246f685f279b775a66560
出典データセット
uspto-grants-2015_08
特許番号
US09108939B2

反応ノート

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