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

HRID 584365ノート

反応式

HRID 584365 の反応式
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

参加物

6

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 11430Potassium Carbonate溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-1e6ff1e8dd1647bd82d1a191a0ea3815
出典データセット
uspto-grants-2005_08
特許番号
US06924300B2

反応ノート

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