Tetrahydrofuran → 4-(5-Methyl-2-phenyl4-oxazolylmethoxy)benzyloxyamine

HRID 584365노트

반응식

HRID 584365 반응식
O.NN.[CH3:4][C:5]1[O:9][C:8]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[N:7][C:6]=1[CH2:16][O:17][C:18]1[CH:36]=[CH:35][C:21]([CH2:22][O:23][N:24]2C(=O)C3=CC=CC=C3C2=O)=[CH:20][CH:19]=1.O1CCCC1>C(O)C.C(=O)([O-])[O-].[K+].[K+]>[CH3:4][C:5]1[O:9][C:8]([C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=2)=[N:7][C:6]=1[CH2:16][O:17][C:18]1[CH:19]=[CH:20][C:21]([CH2:22][O:23][NH2:24])=[CH:35][CH:36]=1

참가 물질

6

반응물 3

HCID 8028TetrahydrofuranHCID 24654Hydrazine hydrate (1:1)HCID 22344648N-[4-(5-methyl-2-phenyl-4-oxazolylmethoxy)benzyloxy]phthalimide

생성물 1

HCID 223445934-(5-Methyl-2-phenyl4-oxazolylmethoxy)benzyloxyamine수율 90.3%

시약·촉매·용매 2

HCID 702Ethanol용매HCID 11430Potassium Carbonate용매

실험 절차

Hydrazine monohydrate (1.15 ml) was added to a solution of N-[4-(5-methyl-2-phenyl-4-oxazolylmethoxy)benzyloxy]phthalimide (5.22 g) in ethanol (40 ml)-tetrahydrofuran (40 ml) and heated under reflux for 3 hours. The reaction mixture was cooled to room temperature, diluted with an aqueous solution of potassium carbonate and extracted with ethyl acetate. The ethyl acetate layer was washed with an aqueous saturated solution of sodium chloride, dried (MgSO4) and concentrated. The remaining crystals were recrystallized from ethyl acetate-hexane to obtain 4-(5-methyl-2-phenyl-4-oxazolylmethoxy)benzyloxyamine (3.32 g, yield 90%) as colorless crystals. m.p. 68-69° C.

후처리

  1. temperatureheated
  2. temperatureunder reflux for 3 hours
  3. extractionextracted with ethyl acetate
  4. washThe ethyl acetate layer was washed with an aqueous saturated solution of sodium chloride
  5. dry with materialdried (MgSO4)
  6. concentrationconcentrated
  7. customThe remaining crystals were recrystallized from ethyl acetate-hexane

출처 및 근거

ORD 기록
ord-1e6ff1e8dd1647bd82d1a191a0ea3815
출처 데이터셋
uspto-grants-2005_08
특허 번호
US06924300B2

반응 노트

불러오는 중…