N,N-Dimethylaniline → Carbonochloridic acid, 2,4,5-trichlorophenyl ester

HRID 1730151

反応式

HRID 1730151 の反応式
[C:1](=O)([O:7][C:8]1[CH:13]=[C:12]([Cl:14])[C:11]([Cl:15])=[CH:10][C:9]=1[Cl:16])[O:2]C(C)(C)C.C(Cl)([Cl:20])=O.ClC1C=C(Cl)C(Cl)=CC=1O.CN(C)C1C=CC=CC=1>C1(C)C=CC=CC=1>[Cl:20][C:1]([O:7][C:8]1[CH:13]=[C:12]([Cl:14])[C:11]([Cl:15])=[CH:10][C:9]=1[Cl:16])=[O:2]

参加物

6

反応物 4

HCID 949N,N-DimethylanilineHCID 6371PhosgeneHCID 72712,4,5-TrichlorophenolHCID 86887tert-Butyl 2,4,5-trichlorophenyl carbonate

生成物 1

HCID 85650Carbonochloridic acid, 2,4,5-trichlorophenyl ester

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

T-Butyl 2,4,5-trichlorophenyl carbonate is a known compound and one method for its preparation is described in an article by W. Broadbent, J. S. Morley and B. E. Stone in the Journal of the Chemical Society (C), 1967 pages 2632-2637. Briefly, in this method a solution of phosgene in toluene is treated with 2,4,5-trichlorophenol at -10° C, followed by addition of dimethylaniline at such a rate that the reaction temperature is maintained at 5°-10° C. The mixture is heated to 20°-24° C and maintained at this temperature for 12 hours. The mixture is cooled by addition of ice and the suspension filtered. From the organic layer in the filtrate, 2,4,5-trichlorophenyl chloroformate is isolated. A solution of the crude 2,4,5-trichlorophenyl chloroformate in methylene chloride is reacted with a solution of t-butanol and quinoline in methylene chloride. The reaction mixture is maintained at 20°-24° C for 12 hours. The mixture is cooled by addition of ice and the suspension is filtered. From the organic layer in the filtrate t-butyl 2,4,5-trichlorophenyl carbonate is isolated.

後処理

  1. customfor its preparation
  2. temperatureis maintained at 5°-10° C
  3. temperatureThe mixture is heated to 20°-24° C
  4. temperaturemaintained at this temperature for 12 hours
  5. temperatureThe mixture is cooled by addition of ice
  6. filtrationthe suspension filtered

出典と根拠

ORDレコード
ord-589c17123a64483dbcd7f01b213a8180
出典データセット
uspto-grants-1976_11
特許番号
US03991205

関連ノート

読み込み中…