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

HRID 628468ノート

反応式

HRID 628468 の反応式
[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

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-e5299f25a1434753b7329af161321dad
出典データセット
uspto-grants-2016_04
特許番号
US09314025B2

反応ノート

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