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

HRID 23683ノート

反応式

HRID 23683 の反応式
[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]

参加物

3

反応物 1

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 204431481,4-Dioxane hydrochloride溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-fbfb2da2eb8747debb966b77bf6bd84a
出典データセット
uspto-grants-2005_02
特許番号
US06852731B2

反応ノート

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