Hydrochloric Acid → N-[2-Methylamino-2-methylpropyl]benzamide

HRID 2072005ノート

反応式

HRID 2072005 の反応式
C([CH2:8][NH:9][C:10]([CH3:22])([CH3:21])[CH2:11][NH:12][C:13](=[O:20])[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)C1C=CC=CC=1.Cl.C(OCC)(=O)C.Cl.CNC(C)(C)CNC(=O)C1C=CC=CC=1>C(O)(=O)C.CCOCC.[Pd](Cl)Cl>[CH3:8][NH:9][C:10]([CH3:22])([CH3:21])[CH2:11][NH:12][C:13](=[O:20])[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

参加物

8

反応物 4

HCID 313Hydrochloric AcidHCID 8857Ethyl AcetateHCID 21409888N-[2-benzylmethylamino-2-methylpropyl]benzamideHCID 21409933HCID 21409933、化合物

生成物 1

HCID 21409819N-[2-Methylamino-2-methylpropyl]benzamide収率 70%

試薬・触媒・溶媒 3

HCID 24290Palladium Chloride触媒HCID 176Acetic Acid溶媒HCID 3283Diethyl Ether溶媒

実験手順

N-[2-benzylmethylamino-2-methylpropyl]benzamide (3.55 g.,) was dissolved in glacial acetic acid (30 ml.) and hydrogenated over palladium chloride (140 mg.) 320 ml of H2 was taken up. The catalyst was filtered and the filtrate washed with ether (2 × 100 ml.). The filtrate was then made alkaline with 5N sodium hydroxide and extracted with ether (3 × 60 cm3). The ether extracts were dried (anhyd. Na2SO4), filtered and the excess ether evaporated under reduced pressure to give a liquid residue (2.7 g.) the liquid was dissolved in ether (30 ml.). To this was added ethereal HCl in a dropwise manner. The excess ether was evaporated under reduced pressure to give a sticky solid which was refluxed with ethyl acetate for two hours. On cooling crystals of N-[2-methylamino-2-methylpropyl]benzamide hydrochloride were obtained in 70% yield.

後処理

  1. filtrationThe catalyst was filtered
  2. washthe filtrate washed with ether (2 × 100 ml.)
  3. extractionextracted with ether (3 × 60 cm3)
  4. dry with materialThe ether extracts were dried (anhyd. Na2SO4)
  5. filtrationfiltered
  6. customthe excess ether evaporated under reduced pressure
  7. customto give a liquid residue (2.7 g.) the liquid
  8. customThe excess ether was evaporated under reduced pressure
  9. customto give a sticky solid which
  10. customwere obtained in 70% yield

出典と根拠

ORDレコード
ord-e85a8d278b81424cac44d3fb04de1c89
出典データセット
uspto-grants-1977_09
特許番号
US04049663

反応ノート

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