Dimethylformamide → Diethylphosphonomethyl 4-chloro-2-methoxybenzoate

HRID 895997

반응식

HRID 895997 반응식
[Cl:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[C:4]([O:11][CH3:12])[CH:3]=1.C(Cl)(=O)C(Cl)=O.CN(C=O)C.C(N(CC)CC)C.O[CH2:32][P:33](=[O:40])([O:37][CH2:38][CH3:39])[O:34][CH2:35][CH3:36]>C(Cl)Cl.O>[Cl:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([O:8][CH2:32][P:33]([O:37][CH2:38][CH3:39])([O:34][CH2:35][CH3:36])=[O:40])=[O:7])=[C:4]([O:11][CH3:12])[CH:3]=1

참가 물질

8

반응물 5

HCID 6228DimethylformamideHCID 8471TriethylamineHCID 65578Oxalyl chlorideHCID 76513Diethyl phosphonomethanolHCID 936824-Chloro-o-anisic acid

생성물 1

HCID 57457786Diethylphosphonomethyl 4-chloro-2-methoxybenzoate

시약·촉매·용매 2

HCID 962Water용매HCID 6344Dichloromethane용매3회

실험 절차

A mixture of 4-chloro-2-methoxybenzoic acid (1 mmol), oxalyl chloride (1 mmol) and DMF (0.05 mmol) in 2 mL of CH2Cl2 was stirred at rt for 6 h and then evaporated. To the residue was added 2 mL of CH2Cl2, triethylamine (2 mmol) and diethyl (hydroxymethyl)phosphonate (0.33 mmol) and this mixture was stirred at rt for 16 h and then diluted with water and CH2Cl2. The organic layer was dried (MgSO4) and evaporated. Purification of the residue by silica gel chromatography provided diethylphosphonomethyl 4-chloro-2-methoxybenzoate as an oil.

후처리

  1. customevaporated
  2. stirringthis mixture was stirred at rt for 16 h
  3. dry with materialThe organic layer was dried (MgSO4)
  4. customevaporated
  5. customPurification of the residue by silica gel chromatography

출처 및 근거

ORD 기록
ord-69eacb80c5a44986b411f5b7a3dc0af5
출처 데이터셋
uspto-grants-2005_07
특허 번호
US06919322B2

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