Triethylamine → 1-Pyridine-4-yl-2-m-tolyl-ethane-1,2-dione

HRID 566718ノート

反応式

HRID 566718 の反応式
FC(F)(F)C(OC(=O)C(F)(F)F)=O.[N:14]1[CH:19]=[CH:18][C:17]([CH:20]([OH:30])[CH:21]([C:23]2[CH:24]=[C:25]([CH3:29])[CH:26]=[CH:27][CH:28]=2)[OH:22])=[CH:16][CH:15]=1.C(N(CC)CC)C>C(Cl)Cl>[N:14]1[CH:19]=[CH:18][C:17]([C:20](=[O:30])[C:21]([C:23]2[CH:24]=[C:25]([CH3:29])[CH:26]=[CH:27][CH:28]=2)=[O:22])=[CH:16][CH:15]=1

参加物

5

反応物 3

HCID 8471TriethylamineHCID 9845Trifluoroacetic anhydrideHCID 212664901-Pyridine-4-yl-2-m-tolyl-ethane-1,2-diol

生成物 1

HCID 212665371-Pyridine-4-yl-2-m-tolyl-ethane-1,2-dione

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒3 回

実験手順

Dimethylsufoxide (2.85 mL, 40 mmole) was dropwise added into a solution of trifluoroacetic anhydride (4.24 mL, 30 mmole) in methylene chloride (100 mL) at 78° C. The reaction mixture was stirred at that temperature for 10 min before the addition of 1-pyridine-4-yl-2-m-tolyl-ethane-1,2-diol (2.29 g, 10 mmole) in methylene chloride (50 mL). The mixture was stirred additional 1 hr at that temperature. Finally, the mixture was quenched with triethylamine (8.5 mL, 60 mmole) and the resulting mixture was allowed to warmed to r.t. The reaction was diluted with methylene chloride, washed with NH4Cl and brine, dried with MgSO4, evaporated, and finally, purified through a silica column (ethyl acetate/hexane) to give the title compound. MS (m/z): Calcd. C14H11NO2(M+): 225, found (M+H)+: 226.1.

後処理

  1. washwashed with NH4Cl and brine
  2. dry with materialdried with MgSO4
  3. customevaporated
  4. customfinally, purified through a silica column (ethyl acetate/hexane)

出典と根拠

ORDレコード
ord-b92efcb2166644d090698d547e7f88f1
出典データセット
uspto-grants-2001_01
特許番号
US06174901B1

反応ノート

読み込み中…