Tert-butyl 2-{4-[(dimethylamino)methyl]phenyl}-2-hydroxyethyl(methyl)carbamate → 1-{4-[(Dimethylamino)methyl]phenyl}-2-(methylamino)ethanol

HRID 23683노트

반응식

HRID 23683 반응식
[CH3:1][N:2]([CH2:4][C:5]1[CH:10]=[CH:9][C:8]([CH:11]([OH:22])[CH2:12][N:13](C)[C:14](=O)OC(C)(C)C)=[CH:7][CH:6]=1)[CH3:3]>Cl.O1CCOCC1>[CH3:3][N:2]([CH2:4][C:5]1[CH:10]=[CH:9][C:8]([CH:11]([OH:22])[CH2:12][NH:13][CH3:14])=[CH:7][CH:6]=1)[CH3:1]

참가 물질

3

반응물 1

HCID 22574342Tert-butyl 2-{4-[(dimethylamino)methyl]phenyl}-2-hydroxyethyl(methyl)carbamate

생성물 1

HCID 225743621-{4-[(Dimethylamino)methyl]phenyl}-2-(methylamino)ethanol수율 106.8%

시약·촉매·용매 1

HCID 204431481,4-Dioxane hydrochloride용매

실험 절차

To a solution of HCl-dioxane (20 mL, 4.0 M HCl in dioxane) was added tert-butyl 2-{4-[(dimethylamino)methyl]phenyl}-2-hydroxyethyl(methyl)carbamate (124 mg, 0.40 mmol). The mixture was stirred at room temperature for 16 hours. The solvent and HCl was evaporated. After treated with high vacuum for 15 minutes, the residue was dissolved in methanol (2 mL) and treated with resin (BioRad 50w×2, 0.20 g) for 3 hours. The resin was collected by filtration and washed with methanol. The product on the resin was washed off with NH4OH/CH3OH (20 mL, 10% ammonium hydroxide aqueous solution (Aldrich, 29.4% NH3) in methanol). The solution was concentrated to dryness, and treated with high vacuum to give the title compound (89 mg) as an oil.

후처리

  1. customThe solvent and HCl was evaporated
  2. additionAfter treated with high vacuum for 15 minutes
  3. dissolutionthe residue was dissolved in methanol (2 mL)
  4. additiontreated with resin (BioRad 50w×2, 0.20 g) for 3 hours
  5. filtrationThe resin was collected by filtration
  6. washwashed with methanol
  7. washThe product on the resin was washed off with NH4OH/CH3OH (20 mL, 10% ammonium hydroxide aqueous solution (Aldrich, 29.4% NH3) in methanol)
  8. concentrationThe solution was concentrated to dryness
  9. additiontreated with high vacuum

출처 및 근거

ORD 기록
ord-fbfb2da2eb8747debb966b77bf6bd84a
출처 데이터셋
uspto-grants-2005_02
특허 번호
US06852731B2

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