Dimethylformamide → Bis(2,4,6-trichlorophenyl) phenylpropanedioate

HRID 1474064노트

반응식

HRID 1474064 반응식
[C:1]1([CH:7]([C:11]([OH:13])=[O:12])[C:8]([OH:10])=O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.CN(C)[CH:16]=[O:17].[C:19]([Cl:24])(=O)[C:20](Cl)=O.[Cl:25][C:26]1[CH:31]=[C:30]([Cl:32])[CH:29]=[C:28]([Cl:33])[C:27]=1O>ClCCl>[C:1]1([CH:7]([C:8]([O:17][C:16]2[C:19]([Cl:24])=[CH:20][C:26]([Cl:25])=[CH:27][C:28]=2[Cl:33])=[O:10])[C:11]([O:13][C:31]2[C:26]([Cl:25])=[CH:27][C:28]([Cl:33])=[CH:29][C:30]=2[Cl:32])=[O:12])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

참가 물질

6

반응물 4

HCID 6228DimethylformamideHCID 69142,4,6-TrichlorophenolHCID 65578Oxalyl chlorideHCID 75791Phenylmalonic acid

생성물 1

HCID 2782295Bis(2,4,6-trichlorophenyl) phenylpropanedioate

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a slurry of phenylmalonic acid (5.00 g, 27.8 mmol) in dichloromethane (7 mL) at room temperature was added a drop of N,N-dimethylformamide, followed by the dropwise addition of oxalyl chloride (9.09 g, 71.6 mmol) at such a rate to keep gas evolution under control. The reaction mixture was stirred for an additional hour at room temperature, during which time the reaction mixture clarified. 2,4,6-Trichlorophenol (15 g, 76 mmol) was added, and the reaction mixture was stirred at room temperature for 18 h. The reaction mixture was concentrated under vacuum, and methanol (100 mL) was added to the residue, which resulted in precipitation of a large amount of solid. The solid was collected by filtration, rinsed with methanol (80 mL) and air dried to give the title product as a white solid (13 g).

후처리

  1. stirringthe reaction mixture was stirred at room temperature for 18 h
  2. concentrationThe reaction mixture was concentrated under vacuum, and methanol (100 mL)
  3. additionwas added to the residue, which
  4. customresulted in precipitation of a large amount of solid
  5. filtrationThe solid was collected by filtration
  6. washrinsed with methanol (80 mL) and air
  7. customdried

출처 및 근거

ORD 기록
ord-1fa37512414a4501b06a72c7180b4d4e
출처 데이터셋
uspto-grants-2015_04
특허 번호
US09018220B2

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