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Tetrahydrofuran → 4-(Tert-butyldimethylsilyloxy)benzyloxyamine

HRID 584391
ノート
印刷プレビュー

反応式

HRID 584391 の反応式
O.NN.[Si:4]([O:11][C:12]1[CH:30]=[CH:29][C:15]([CH2:16][O:17][N:18]2C(=O)C3=CC=CC=C3C2=O)=[CH:14][CH:13]=1)([C:7]([CH3:10])([CH3:9])[CH3:8])([CH3:6])[CH3:5].O1CCCC1.C(=O)([O-])[O-].[K+].[K+]>C(O)C>[Si:4]([O:11][C:12]1[CH:13]=[CH:14][C:15]([CH2:16][O:17][NH2:18])=[CH:29][CH:30]=1)([C:7]([CH3:10])([CH3:9])[CH3:8])([CH3:6])[CH3:5]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 8028TetrahydrofuranHCID 11430Potassium CarbonateHCID 24654Hydrazine hydrate (1:1)HCID 11825150N-[4-(tert-butyldimethylsilyloxy)benzyloxy]phthalimide

生成物 1

HCID 118211174-(Tert-butyldimethylsilyloxy)benzyloxyamine収率 95.3%

試薬・触媒・溶媒 1

HCID 702
Ethanol
溶媒

反応条件

温度
60 °C

実験手順

Hydrazine monohydrate (1.25 ml) was added to a solution of N-[4-(tert-butyldimethylsilyloxy)benzyloxy]phthalimide (5.00 g) in ethanol (10 ml)-tetrahydrofuran (40 ml) and stirred at 60° C. for 1 hour. The reaction mixture was cooled to room temperature, an aqueous solution of potassium carbonate was added and extracted with ethyl acetate. The ethyl acetate layer was washed with an aqueous saturated solution of sodium chloride, dried (MgSO4) and concentrated to obtain 4-(tert-butyldimethylsilyloxy)benzyloxyamine (3.15 g, yield 95%) as a colorless oil.

後処理

  1. temperatureThe reaction mixture was cooled to room temperature
  2. extractionextracted with ethyl acetate
  3. washThe ethyl acetate layer was washed with an aqueous saturated solution of sodium chloride
  4. dry with materialdried (MgSO4)
  5. concentrationconcentrated

出典と根拠

ORDレコード
ord-023dc2c7917e41f2aa2e2c682e9eaa0c
出典データセット
uspto-grants-2005_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06924300B2

反応ノート

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