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Hydrochloric Acid → Benzene, 1-(1,1-dimethylethoxy)-4-fluoro-2-nitro-

HRID 238309
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HRID 238309 반응식
O1CCCC1.[CH3:6][C:7]([CH3:10])([O-:9])[CH3:8].[K+].F[C:13]1[CH:18]=[CH:17][C:16]([F:19])=[CH:15][C:14]=1[N+:20]([O-:22])=[O:21].Cl>O>[C:7]([O:9][C:13]1[CH:18]=[CH:17][C:16]([F:19])=[CH:15][C:14]=1[N+:20]([O-:22])=[O:21])([CH3:10])([CH3:8])[CH3:6]
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참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 8028TetrahydrofuranHCID 677672,5-DifluoronitrobenzeneHCID 23665647Potassium tert-butoxide

생성물 1

HCID 11680099Benzene, 1-(1,1-dimethylethoxy)-4-fluoro-2-nitro-수율 80%

시약·촉매·용매 1

HCID 962Water용매2회

실험 절차

A tetrahydrofuran (THF) solution (20 ml) of potassium tert-butoxide (3.55 g, 31.6 mmol) was cooled in an methanol-ice bath, and 4.2 g of 2,5-difluoronitrobenzene (26.4 mmol) was further added. The mixture was heated to room temperature, stirred for 96 hours, and further stirred at 60° C. for 1 hour. Water (2 ml) and 2N-hydrochloric acid (2 ml) were added to the reaction mixture while cooling with an ice water bath, and subsequently water was added. The resulting mixture was extracted with ethyl acetate. The organic layer was concentrated under reduced pressure, and the residue was then purified using silica gel column chromatography (n-hexane:ethyl acetate=19:1). The purified product was concentrated under reduced pressure to thereby obtain 4.5 g of oily orange 1-tert-butoxy-4-fluoro-2-nitrobenzene (yield: 80%).

후처리

  1. stirringfurther stirred at 60° C. for 1 hour
  2. temperaturewhile cooling with an ice water bath
  3. extractionThe resulting mixture was extracted with ethyl acetate
  4. concentrationThe organic layer was concentrated under reduced pressure
  5. customthe residue was then purified
  6. concentrationThe purified product was concentrated under reduced pressure

출처 및 근거

ORD 기록
ord-eae52450c5464773b791654ae61b8652
출처 데이터셋
uspto-grants-2014_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08642619B2

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