Methyl 3-iodo-4-methoxybenzoate → Methyl 4-methoxy-3-(trifluoromethyl)benzoate

HRID 376907

반응식

HRID 376907 반응식
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+].C([O-])(O)=O.[Na+]>CN(C=O)C.[Cu]I>[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]

참가 물질

6

반응물 3

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

생성물 1

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

시약·촉매·용매 2

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)촉매HCID 6228Dimethylformamide용매

실험 절차

9.7 g of methyl 3-iodo-4-methoxybenzoate, 9.4 g of potassium trifluoroacetate and 12.9 g of copper(I) 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;

후처리

  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

출처 및 근거

ORD 기록
ord-ab883e27785d4e938aaa7604c6c30865
출처 데이터셋
uspto-grants-2000_02
특허 번호
US06022899

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