2,4-Dimethoxybenzylamine → 4-Tert-butyl 2-methyl 2-((2,4-dimethoxybenzylamino)methyl)morpholine-2,4-dicarboxylate

HRID 1618962ノート

反応式

HRID 1618962 の反応式
S(O[CH2:12][C:13]1([C:26]([O:28][CH3:29])=[O:27])[O:18][CH2:17][CH2:16][N:15]([C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])[CH2:14]1)(C1C=CC(C)=CC=1)(=O)=O.[CH3:30][O:31][C:32]1[CH:37]=[C:36]([O:38][CH3:39])[CH:35]=[CH:34][C:33]=1[CH2:40][NH2:41]>C(#N)C>[CH3:30][O:31][C:32]1[CH:37]=[C:36]([O:38][CH3:39])[CH:35]=[CH:34][C:33]=1[CH2:40][NH:41][CH2:12][C:13]1([C:26]([O:28][CH3:29])=[O:27])[O:18][CH2:17][CH2:16][N:15]([C:19]([O:21][C:22]([CH3:23])([CH3:24])[CH3:25])=[O:20])[CH2:14]1

参加物

4

反応物 2

HCID 5972502,4-DimethoxybenzylamineHCID 866714174-Tert-butyl 2-methyl 2-(tosyloxymethyl)morpholine-2,4-dicarboxylate

生成物 1

HCID 672283494-Tert-butyl 2-methyl 2-((2,4-dimethoxybenzylamino)methyl)morpholine-2,4-dicarboxylate収率 32%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

E4 (365 mg, 0.850 mmol) was dissolved in acetonitrile (10 mL), (2,4-dimethoxyphenyl)methanamine (700 μL, 4.66 mmol) was added and the solution was stirred for 15 h at reflux temperature. The reaction mixture was concentrated in vacuo, extracted with water/EtOAc and washed twice with water. The organic layer was washed with brine, dried over MgSO4, filtered and concentrated in vacuo. The residue was purified by flash column chromatography from toluene:EtOAc 100:0 to 20:80 which gave the title compound (115 mg, 32%). MS (ES) C21H32N2O7 requires: 424. found: 425.2 [M+H]+.

後処理

  1. temperatureat reflux temperature
  2. concentrationThe reaction mixture was concentrated in vacuo
  3. extractionextracted with water/EtOAc
  4. washwashed twice with water
  5. washThe organic layer was washed with brine
  6. dry with materialdried over MgSO4
  7. filtrationfiltered
  8. concentrationconcentrated in vacuo
  9. customThe residue was purified by flash column chromatography from toluene:EtOAc 100:0 to 20:80 which

出典と根拠

ORDレコード
ord-3c5e3878957b44d0aa041f3b283599cb
出典データセット
uspto-grants-2014_07
特許番号
US08772286B2

反応ノート

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