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

HRID 846332ノート

反応式

HRID 846332 の反応式
[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]

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-5cd6004aad7944e3b8af51f666c2e0a8
出典データセット
uspto-grants-1992_08
特許番号
US05136059

反応ノート

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