Sodium Hydroxide → HCID 178481285, 화합물

HRID 1682658노트

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HRID 1682658 반응식
[OH:1][C@H:2]1[CH2:7][CH2:6][C@H:5]([N:8]2[CH2:13][N:12]([CH3:14])[C:11](=[O:15])[N:10]([CH3:16])[CH2:9]2)[CH2:4][CH2:3]1.Br[CH2:18][C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20].[OH-].[Na+]>C1(C)C=CC=CC=1.S([O-])(O)(=O)=O.C([N+](CCCC)(CCCC)CCCC)CCC.O>[C:22]([O:21][C:19]([CH2:18][O:1][C@H:2]1[CH2:3][CH2:4][C@H:5]([N:8]2[CH2:9][N:10]([CH3:16])[C:11](=[O:15])[N:12]([CH3:14])[CH2:13]2)[CH2:6][CH2:7]1)=[O:20])([CH3:25])([CH3:24])[CH3:23]

참가 물질

7

반응물 3

HCID 14798Sodium HydroxideHCID 79177tert-Butyl bromoacetateHCID 178481284HCID 178481284, 화합물

생성물 1

HCID 178481285HCID 178481285, 화합물수율 45.3%

시약·촉매·용매 3

HCID 94433Tetrabutylammonium hydrogen sulfate촉매HCID 962Water용매HCID 1140Toluene용매

실험 절차

trans-5-(4-Hydroxycyclohexyl)-1,3-dimethylhexahydro-2-oxo-1,3,5-triazine (1.00 g, 4.40 mmol) and t-butyl bromoacetate (1.29 g, 6.60 mmol) were dissolved in toluene (13 ml), and tetra-n-butylammonium hydrogensulfate (45 mg, 0.13 mmol) was added to the mixture. A solution of sodium hydroxide (13.2 g, 330 mmol) dissolved in water (13.2 ml) was dropwise added, and the mixture was stirred at room temperature for 15 hours. The organic layer was partitioned, washed with water and dried over anhydrous magnesium sulfate. After filtration, low boiling matters were distilled away from the filtrate under reduced pressure, and the residue was purified by silica gel column chromatography (methylene chloride/methanol=20/1) to give 680 mg of trans-5-[4-[(t-butoxycarbonyl)methyloxy]cyclohexyl]-1,3-dimethylhexahydro-2-oxo-1,3,5-triazine as a colorless solid

후처리

  1. additionwas dropwise added
  2. customThe organic layer was partitioned
  3. washwashed with water
  4. dry with materialdried over anhydrous magnesium sulfate
  5. filtrationAfter filtration, low boiling matters
  6. distillationwere distilled away from the filtrate under reduced pressure
  7. customthe residue was purified by silica gel column chromatography (methylene chloride/methanol=20/1)

출처 및 근거

ORD 기록
ord-7785c65010d546dca964caa9b6dbec62
출처 데이터셋
uspto-grants-1997_06
특허 번호
US05635527

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