Iodide Ion → Methyl 4-methoxy-3-(trifluoromethyl)benzoate

HRID 1291704

反応式

HRID 1291704 の反応式
I[C:2]1[CH:3]=[C:4]([CH:9]=[CH:10][C:11]=1[O:12][CH3:13])[C:5]([O:7][CH3:8])=[O:6].[F:14][C:15]([F:20])([F:19])C([O-])=O.[K+].[I-].C([O-])(O)=O.[Na+]>CN(C=O)C.[Cu]>[F:14][C:15]([F:20])([F:19])[C:2]1[CH:3]=[C:4]([CH:9]=[CH:10][C:11]=1[O:12][CH3:13])[C:5]([O:7][CH3:8])=[O:6]

参加物

7

反応物 4

HCID 30165Iodide IonHCID 316980Methyl 3-iodo-4-methoxybenzoateHCID 516892Sodium BicarbonateHCID 23662811Potassium trifluoroacetate

生成物 1

HCID 19360538Methyl 4-methoxy-3-(trifluoromethyl)benzoate収率 77.1%

試薬・触媒・溶媒 2

HCID 23978Copper触媒HCID 6228Dimethylformamide溶媒

実験手順

9.7 g of methyl 3-iodo-4-methoxybenzoate, 9.4 g of potassium trifluoroacetate and 12.9 g of copper(l) iodide were heated at 160° C. for 5 h in 250 ml of DMF. The mixture was poured onto 500 ml of NaHCO3 solution, the precipitate which was deposited was filtered off and both the precipitate and the aqueous phase were extracted with ethyl acetate. The combined organic phases were concentrated, and the residue was purified by flash chromatography using hexane/ethyl acetate 3:1. 6 g of methyl 3-trifluoromethyl-4-methoxybenzoate were obtained;

後処理

  1. filtrationthe precipitate which was deposited was filtered off
  2. extractionboth the precipitate and the aqueous phase were extracted with ethyl acetate
  3. concentrationThe combined organic phases were concentrated
  4. customthe residue was purified by flash chromatography

出典と根拠

ORDレコード
ord-ce3c3b4200cc498cb08ef71787a4633b
出典データセット
uspto-grants-1998_05
特許番号
US05753710

関連ノート

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