Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1) → 2,3-Difluoro-6-nitro-[(2-hydroxypropyl)oxy]benzene

HRID 1034036노트

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HRID 1034036 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]([O:16]C1CCCCO1)[CH3:15].S(C1C=CC(C)=CC=1)([O-])(=O)=O.[NH+]1C=CC=CC=1>C(O)C>[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]

참가 물질

4

반응물 2

HCID 466102Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1)HCID 146971782,3-Difluoro-6-nitro{[2-(tetrahydropyran-2-yl)oxypropyl]oxy}benzene

생성물 1

HCID 146971862,3-Difluoro-6-nitro-[(2-hydroxypropyl)oxy]benzene

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A mixture of 6.35 g of 2,3-difluoro-6-nitro-{[2-(tetrahydropyran-2-yl)oxypropyl]oxy}benzene (I, Xa=Xb=F, Rc=THP), 60 ml of anhydrous ethanol and 640 mg of pyridinium tosylate was stirred at room temperature overnight and then heated under refluxing for 1 hour. The solvent was removed under reduced pressure. To the residue were added ethyl acetate and 1 N hydrochloric acid. The mixture was shaken, and the organic layer was separated. The organic layer was washed successively with a saturated sodium bicarbonate aqueous solution and water, then dried over anhydrous magnesium sulfate. The solvent was removed under reduced pressure to yield the oily titled compound. This product was used in the following reaction without purification.

후처리

  1. temperatureheated
  2. temperatureunder refluxing for 1 hour
  3. customThe solvent was removed under reduced pressure
  4. additionTo the residue were added ethyl acetate and 1 N hydrochloric acid
  5. stirringThe mixture was shaken
  6. customthe organic layer was separated
  7. washThe organic layer was washed successively with a saturated sodium bicarbonate aqueous solution and water
  8. dry with materialdried over anhydrous magnesium sulfate
  9. customThe solvent was removed under reduced pressure

출처 및 근거

ORD 기록
ord-090ce16f32c04f7983ae84473edee969
출처 데이터셋
uspto-grants-1994_05
특허 번호
US05312999

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