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Potassium Carbonate → 3,4-Dimethoxy-2-(2,2,2,-trifluoroethoxy)benzonitrile

HRID 1004033
ノート
印刷プレビュー

反応式

HRID 1004033 の反応式
C(=O)([O-])[O-].[K+].[K+].[OH:7][C:8]1[C:15]([O:16][CH3:17])=[C:14]([O:18][CH3:19])[CH:13]=[CH:12][C:9]=1[C:10]#[N:11].O([CH2:28][C:29]([F:32])([F:31])[F:30])S(C(F)(F)F)(=O)=O>CN(C)C=O.ClCCl>[CH3:17][O:16][C:15]1[C:8]([O:7][CH2:28][C:29]([F:32])([F:31])[F:30])=[C:9]([CH:12]=[CH:13][C:14]=1[O:18][CH3:19])[C:10]#[N:11]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 11430Potassium CarbonateHCID 803662,2,2-Trifluoroethyl trifluoromethanesulfonateHCID 119947582-Hydroxy-3,4-dimethoxybenzonitrile

生成物 1

HCID 184706363,4-Dimethoxy-2-(2,2,2,-trifluoroethoxy)benzonitrile収率 94.7%

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒
HCID 6344
Dichloromethane
溶媒

実験手順

Potassium carbonate (6.91 g, 0.05 mol) was added to a stirred solution of 2-hydroxy-3,4-dimethoxybenzonitrile (from Example 10(c), 5.61 g, 0.031 mol) in dimethylformamide (30 ml). This was followed by the addition of a solution of 2,2,2-trifluoroethyl triflate (23.2 g, 0.10 mol) in dichloromethane (100 ml) and the reaction was stirred at room temperature for 18 hours. The reaction was partitioned between 2N hydrochloric acid and ethyl acetate, the organic layer separated, washed sequentially with saturated aqueous brine and water, dried (MgSO4) and evaporated under reduced pressure. Trituration with diethyl ether followed by filtration afforded the subtitle compound as a colourless solid (7.67 g, 94%). Rf 0.76 (dichloromethane:methanol 95:5, v/v). MS m/z 279 (MNH4)+

後処理

  1. customThe reaction was partitioned between 2N hydrochloric acid and ethyl acetate
  2. customthe organic layer separated
  3. washwashed sequentially with saturated aqueous brine and water
  4. dry with materialdried (MgSO4)
  5. customevaporated under reduced pressure
  6. filtrationTrituration with diethyl ether followed by filtration

出典と根拠

ORDレコード
ord-2db68bea88ce420086ccc825b1cc9bdb
出典データセット
uspto-grants-2000_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06048864

反応ノート

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