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Triethylamine → N-hydroxy-2,2-dimethylspiro[1,3-dioxane-5,2'-inden]-1'(3'H)-imine

HRID 64451
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HRID 64451 반응식
[CH3:1][C:2]1([CH3:17])[O:16][CH2:15][C:5]2([CH2:13][C:12]3[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=3)[C:6]2=O)[CH2:4][O:3]1.Cl.[NH2:19][OH:20].C([O-])(=O)C.[Na+].C(N(CC)CC)C>C(O)C.C(OCC)(=O)C.O>[OH:20][N:19]=[C:6]1[C:7]2[C:12](=[CH:11][CH:10]=[CH:9][CH:8]=2)[CH2:13][C:5]21[CH2:15][O:16][C:2]([CH3:17])([CH3:1])[O:3][CH2:4]2
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

8

반응물 4

HCID 8471TriethylamineHCID 443297Hydroxyamine hydrochlorideHCID 517045Sodium AcetateHCID 71108842HCID 71108842, 화합물

생성물 1

HCID 86713466N-hydroxy-2,2-dimethylspiro[1,3-dioxane-5,2'-inden]-1'(3'H)-imine수율 93.9%

시약·촉매·용매 3

HCID 702Ethanol
용매
HCID 962Water용매
HCID 8857Ethyl Acetate용매

실험 절차

A suspension of 1 g of 2,2-dimethylspiro[1,3-dioxane-5,2′-inden]-1′(3′H)-one, 329 mg of hydroxylamine hydrochloride, and 388 mg of sodium acetate in 5 ml of ethanol was stirred for 12 hours. Then, 1.2 ml of triethylamine was added thereto, followed by stirring at room temperature for 3 days and further stirring at 50° C. for 1 hour. To the reaction mixture were added water and ethyl acetate to carry out a layer separation operation. The organic layer was washed with water and saturated brine, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography to obtain 1.0 g of N-hydroxy-2,2-dimethylspiro[1,3-dioxane-5,2′-inden]-1′(3′H)-imine.

후처리

  1. stirringby stirring at room temperature for 3 days
  2. stirringfurther stirring at 50° C. for 1 hour
  3. customa layer separation operation
  4. washThe organic layer was washed with water and saturated brine
  5. dry with materialdried over anhydrous magnesium sulfate
  6. customthe solvent was evaporated under reduced pressure
  7. customThe obtained residue was purified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-bd9a5799797542bea9c5897d9a74b661
출처 데이터셋
uspto-grants-2016_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09447090B2

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