3,5-Dichloro-1,2-benzoxazole → HCID 23368515, 화합물

HRID 1901593노트

반응식

HRID 1901593 반응식
[C:1]([O:5][C:6]([N:8]1[CH:12]([CH2:13][OH:14])[CH2:11][O:10][C:9]1([CH3:16])[CH3:15])=[O:7])([CH3:4])([CH3:3])[CH3:2].CC(C)([O-])C.[K+].Cl[C:24]1[C:28]2[CH:29]=[C:30]([Cl:33])[CH:31]=[CH:32][C:27]=2[O:26][N:25]=1>O1CCCC1>[C:1]([O:5][C:6]([N:8]1[CH:12]([CH2:13][O:14][C:24]2[C:28]3[CH:29]=[C:30]([Cl:33])[CH:31]=[CH:32][C:27]=3[O:26][N:25]=2)[CH2:11][O:10][C:9]1([CH3:16])[CH3:15])=[O:7])([CH3:4])([CH3:3])[CH3:2]

참가 물질

5

반응물 3

HCID 135684483,5-Dichloro-1,2-benzoxazoleHCID 14409442Tert-butyl 4-(hydroxymethyl)-2,2-dimethyl-1,3-oxazolidine-3-carboxylateHCID 23665647Potassium tert-butoxide

생성물 1

HCID 23368515HCID 23368515, 화합물

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매3회

실험 절차

A solution of 6.94 g of 3-tert-butoxycarbonyl-4-hydroxymethyl-2,2-dimethyloxazolidine in 28 ml of tetrahydrofuran is added to a solution of 6.02 g of potassium tert-butoxide in 28 ml of tetrahydrofuran at 10°-15° C., and they are subjected to reaction at the same temperature for two hours. Subsequently, this reaction mixture is added under reflux to a solution of 5.64 g of 3,5-dichloro-1,2-benzoisoxazole in 28 ml of tetrahydrofuran and they are refluxed for a further one hour. The reaction mixture is cooled and thereafter the solvent is removed by distillation under reduced pressure, after which ethyl acetate and water are added to the residue obtained, and after shaking, the organic layer is separated. The separated organic layer is washed with a saturated saline solution and dried over anhydrous magnesium sulfate, after which the solvent is removed by distillation under reduced pressure. The crystals obtained are recrystallized from n-hexane to obtain 8.41 g of colorless, crystalline 3-[(3-tert-butoxycarbonyl-2,2-dimethyloxazolidin-4-yl)methoxy]-5-chloro-1,2-benzoisoxazole having a melting point of 117°-118° C.

후처리

  1. customthey are subjected to reaction at the same temperature for two hours
  2. additionSubsequently, this reaction mixture is added
  3. temperatureare refluxed for a further one hour
  4. temperatureThe reaction mixture is cooled
  5. customthe solvent is removed by distillation under reduced pressure
  6. additionafter which ethyl acetate and water are added to the residue
  7. customobtained
  8. customthe organic layer is separated
  9. washThe separated organic layer is washed with a saturated saline solution
  10. dry with materialdried over anhydrous magnesium sulfate
  11. customafter which the solvent is removed by distillation under reduced pressure
  12. customThe crystals obtained
  13. customare recrystallized from n-hexane

출처 및 근거

ORD 기록
ord-d35acc79837d47d182b37ddf528ae87b
출처 데이터셋
uspto-grants-1996_11
특허 번호
US05578627

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