Methylamine → [(1R)-1-(4-bromophenyl)-2-(4-morpholinyl)ethyl]methylamine

HRID 2114422ノート

反応式

HRID 2114422 の反応式
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C@@H:8](Cl)[CH2:9][N:10]2[CH2:15][CH2:14][O:13][CH2:12][CH2:11]2)=[CH:4][CH:3]=1.[CH3:17][NH2:18]>CCO>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C@@H:8]([NH:18][CH3:17])[CH2:9][N:10]2[CH2:15][CH2:14][O:13][CH2:12][CH2:11]2)=[CH:4][CH:3]=1

参加物

4

反応物 2

HCID 6329MethylamineHCID 598096184-[(2R)-2-(4-bromophenyl)-2-chloroethyl]morpholine

生成物 1

HCID 57425542[(1R)-1-(4-bromophenyl)-2-(4-morpholinyl)ethyl]methylamine収率 93%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
0 °C

実験手順

Crude 4-[(2R)-2-(4-Bromophenyl)-2-chloroethyl]morpholine (34.5 g) was dissolved in 200 mL of EtOH at room temperature with magnetic stirring. The resulting solution was cooled to 0° C. and treated with 71 ml of MeNH2 (33 wt % in EtOH) under N2. The reaction flask was capped by a rubber septum, and the reaction mixture was maintained at room temperature for 48 h. The reaction mixture was concentrated, and the residue was partitioned between EtOAc and sat NaHCO3(aq). The organic layer was washed by brine, dried over MgSO4, and filtered. The filtrate was concentrated to yield the title compound as a yellow solid (31.6 g, 93%). MS (ES) m/e 300, 301 [M+H]+.

後処理

  1. customThe reaction flask was capped by a rubber septum
  2. temperaturethe reaction mixture was maintained at room temperature for 48 h
  3. concentrationThe reaction mixture was concentrated
  4. customthe residue was partitioned between EtOAc
  5. washThe organic layer was washed by brine
  6. dry with materialdried over MgSO4
  7. filtrationfiltered
  8. concentrationThe filtrate was concentrated

出典と根拠

ORDレコード
ord-3f272ee4ab184aed9e94610b4580981f
出典データセット
uspto-grants-2008_10
特許番号
US07432258B2

反応ノート

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