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

HRID 566718노트

반응식

HRID 566718 반응식
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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매3회

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-b92efcb2166644d090698d547e7f88f1
출처 데이터셋
uspto-grants-2001_01
특허 번호
US06174901B1

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