Calcium Fluoride → Methyl 4-(fluoromethyl)benzoate

HRID 1796383

반응식

HRID 1796383 반응식
Br[CH2:2][C:3]1[CH:12]=[CH:11][C:6]([C:7]([O:9][CH3:10])=[O:8])=[CH:5][CH:4]=1.[F-:13].[K+].[F-].[Ca+2].[F-]>C(#N)C>[F:13][CH2:2][C:3]1[CH:12]=[CH:11][C:6]([C:7]([O:9][CH3:10])=[O:8])=[CH:5][CH:4]=1

참가 물질

5

반응물 3

HCID 84512Calcium FluorideHCID 256687Methyl 4-(bromomethyl)benzoateHCID 522689Potassium Fluoride

생성물 1

HCID 21866613Methyl 4-(fluoromethyl)benzoate수율 78.7%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

Dry acetonitrile (150 ml) was added to 25.00 g of methyl 4-(bromomethyl)benzoate, 19.02 g of potassium fluoride and 9.51 g of calcium fluoride, and the mixture was heated to reflux for 3 days. The reaction solution was concentrated. After addition of 200 ml of acetonitrile, insolubles were removed by filtration, and the filtrate was concentrated again. The residue was purified by silica gel column chromatography (YMC•GEL® SIL-60-230/70, n-hexane:ethyl acetate=10:1–4:1), followed by distillation under reduced pressure to provide 14.45 g of the objective compound as colorless oil. B.p. 118.5–119° C./18 mmHg.

후처리

  1. temperaturethe mixture was heated
  2. temperatureto reflux for 3 days
  3. concentrationThe reaction solution was concentrated
  4. additionAfter addition of 200 ml of acetonitrile, insolubles
  5. customwere removed by filtration
  6. concentrationthe filtrate was concentrated again
  7. customThe residue was purified by silica gel column chromatography (YMC•GEL® SIL-60-230/70, n-hexane:ethyl acetate=10:1–4:1)
  8. distillationfollowed by distillation under reduced pressure

출처 및 근거

ORD 기록
ord-afea607424f44c4689ffe3ea1b7a13de
출처 데이터셋
uspto-grants-2006_04
특허 번호
US07030143B2

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