Hydrochloric Acid → 2,3-Difluoro-6-nitro-(2-p-toluenesulfonyloxypropyl)oxybenzene

HRID 846335노트

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HRID 846335 반응식
[F:1][C:2]1[C:7]([F:8])=[CH:6][CH:5]=[C:4]([N+:9]([O-:11])=[O:10])[C:3]=1[O:12][CH2:13][CH:14]([OH:16])[CH3:15].[C:17]1([CH3:27])[CH:22]=[CH:21][C:20]([S:23](Cl)(=[O:25])=[O:24])=[CH:19][CH:18]=1.C(OCC)(=O)C.Cl>N1C=CC=CC=1>[F:1][C:2]1[C:7]([F:8])=[CH:6][CH:5]=[C:4]([N+:9]([O-:11])=[O:10])[C:3]=1[O:12][CH2:13][CH:14]([O:16][S:23]([C:20]1[CH:21]=[CH:22][C:17]([CH3:27])=[CH:18][CH:19]=1)(=[O:25])=[O:24])[CH3:15]

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 73974-Toluenesulfonyl chlorideHCID 8857Ethyl AcetateHCID 146971862,3-Difluoro-6-nitro-[(2-hydroxypropyl)oxy]benzene

생성물 1

HCID 146971942,3-Difluoro-6-nitro-(2-p-toluenesulfonyloxypropyl)oxybenzene수율 87.2%

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

To a solution of 4.5 g of the compound obtained in Example 5 in 8.6 ml of pyridine was added 4.36 g of p-toluenesulfonyl chloride and the mixture was stirred under cooling with ice for 4 hours, and then at room temperature for 4 hours. To the mixture were added ethyl acetate and 1 N hydrochloric acid. The mixture was shaken, and the organic layer was separated. The organic layer was washed with water and dried over anhydrous magnesium sulfate. The solvent was removed under reduced pressure. The residue was purified through silica gel column chromatography to yield 6.52 g of the titled compound.

후처리

  1. temperatureunder cooling with ice for 4 hours
  2. stirringThe mixture was shaken
  3. customthe organic layer was separated
  4. washThe organic layer was washed with water
  5. dry with materialdried over anhydrous magnesium sulfate
  6. customThe solvent was removed under reduced pressure
  7. customThe residue was purified through silica gel column chromatography

출처 및 근거

ORD 기록
ord-c9befeeaef754feabada5e183d0022f7
출처 데이터셋
uspto-grants-1992_08
특허 번호
US05136059

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