Benzyl Alcohol → Benzyl[2,2-dimethyl-5-(pyridin-3-yl)-1,3-dioxan-5-yl]carbamate

HRID 64445노트

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HRID 64445 반응식
[CH3:1][C:2]1([CH3:17])[O:7][CH2:6][C:5]([C:11]2[CH:12]=[N:13][CH:14]=[CH:15][CH:16]=2)(C(O)=O)[CH2:4][O:3]1.[CH2:18]([OH:25])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1.C1(P([N:40]=[N+]=[N-])(C2C=CC=CC=2)=O)C=CC=CC=1.[C:43](=[O:46])([O-])O.[Na+]>C(OCC)(=O)C.C(N(CC)CC)C.C1(C)C=CC=CC=1>[CH2:18]([O:25][C:43](=[O:46])[NH:40][C:5]1([C:11]2[CH:12]=[N:13][CH:14]=[CH:15][CH:16]=2)[CH2:4][O:3][C:2]([CH3:1])([CH3:17])[O:7][CH2:6]1)[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

참가 물질

8

반응물 4

HCID 244Benzyl AlcoholHCID 199401P,P-Diphenylphosphinic azideHCID 516892Sodium BicarbonateHCID 900723352,2-Dimethyl-5-(pyridin-3-yl)-1,3-dioxane-5-carboxylic acid

생성물 1

HCID 131737220Benzyl[2,2-dimethyl-5-(pyridin-3-yl)-1,3-dioxan-5-yl]carbamate

시약·촉매·용매 3

HCID 1140Toluene용매HCID 8471Triethylamine용매HCID 8857Ethyl Acetate용매

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온도
100 °C

실험 절차

To 1.09 g of 2,2-dimethyl-5-(pyridin-3-yl)-1,3-dioxane-5-carboxylic acid were added 20 ml of toluene, 0.9 ml of triethylamine, 2.4 ml of benzyl alcohol, and 1.3 ml of diphenylphosphoryl azide, followed by stirring at 100° C. for 17 hours. After leaving to be cooled, to the reaction mixture were added a saturated aqueous sodium hydrogen carbonate solution and ethyl acetate to carry out a layer separation operation. The organic layer was washed with 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 1.01 g of benzyl[2,2-dimethyl-5-(pyridin-3-yl)-1,3-dioxan-5-yl]carbamate.

후처리

  1. customAfter leaving
  2. temperatureto be cooled, to the reaction mixture
  3. customa layer separation operation
  4. washThe organic layer was washed with 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-fe6a8b4c99004640842e478e34fded6d
출처 데이터셋
uspto-grants-2016_09
특허 번호
US09447090B2

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