Water → Methyl 2-bromo-4-(trifluoromethyl)benzoate

HRID 1950901노트

반응식

HRID 1950901 반응식
[Br:1][C:2]1[CH:10]=[C:9]([C:11]([F:14])([F:13])[F:12])[CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[C:15](=O)([O-])[O-].[K+].[K+].CI.O>CN(C=O)C>[CH3:15][O:5][C:4](=[O:6])[C:3]1[CH:7]=[CH:8][C:9]([C:11]([F:12])([F:13])[F:14])=[CH:10][C:2]=1[Br:1]

참가 물질

6

반응물 4

HCID 962WaterHCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 676052-Bromo-4-(trifluoromethyl)benzoic acid

생성물 1

HCID 46311084Methyl 2-bromo-4-(trifluoromethyl)benzoate수율 83.2%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a solution of 2 g (7.434 mmol) 2-bromo-4-trifluoromethyl-benzoic acid (CAS: 328-89-2) in 20 ml DMF under nitrogen at room temperature, was added 1.13 g (8.177 mmol) potassium carbonate and 557 ul (8.921 mmol) methyl iodide. The mixture was stirred overnight under nitrogen. The mixture was poured into water (300 ml). The aqueous layer was extracted with ethyl acetate (2×80 ml). The combined extracts were dried over sodium sulfate, filtered and concentrated in vacuo. The crude oil was purified on silica gel (eluent: heptane/ethyl acetate 0 to 10%) to provide 1.75 g (83%) of the title compound as an orange oil.

후처리

  1. extractionThe aqueous layer was extracted with ethyl acetate (2×80 ml)
  2. dry with materialThe combined extracts were dried over sodium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated in vacuo
  5. customThe crude oil was purified on silica gel (eluent: heptane/ethyl acetate 0 to 10%)

출처 및 근거

ORD 기록
ord-fb05e185ee4c47599cf7f052f3400335
출처 데이터셋
uspto-grants-2013_03
특허 번호
US08404673B2

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