Morpholine → 4-(2-Bromo-4-fluorobenzyl)morpholine

HRID 558140ノート

反応式

HRID 558140 の反応式
[Br:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[CH2:9]Br.[NH:11]1[CH2:16][CH2:15][O:14][CH2:13][CH2:12]1.C(N(C(C)C)CC)(C)C>C(#N)C>[Br:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[CH2:9][N:11]1[CH2:16][CH2:15][O:14][CH2:13][CH2:12]1

参加物

5

反応物 3

HCID 8083MorpholineHCID 81531DiisopropylethylamineHCID 107069772-Bromo-1-(bromomethyl)-4-fluorobenzene

生成物 1

HCID 510751744-(2-Bromo-4-fluorobenzyl)morpholine収率 95.5%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

反応条件

温度
81 °C

実験手順

Combine 2-bromo-1-bromomethyl-4-fluoro-benzene (4 g, 14.9 mmol), morpholine (2.6 mL, 29.8 mmol), and diisopropylethylamine (5.2 mL, 29.8 mmol) in acetonitrile (10.0 mL). Heat the reaction mixture at 81° C. for 2 h and cool to RT. Remove the solvent under reduced pressure. Dilute with DCM and wash with water and then aqueous saturated sodium chloride. Dry the organics over sodium sulfate. Filter and remove the solvent under reduced pressure to obtain the title compound (3.9 g, 95%). LCMS (ES) m/z 274 [M+1]+.

後処理

  1. temperaturecool to RT
  2. customRemove the solvent under reduced pressure
  3. additionDilute with DCM
  4. washwash with water
  5. dry with materialDry the organics over sodium sulfate
  6. filtrationFilter
  7. customremove the solvent under reduced pressure

出典と根拠

ORDレコード
ord-d0b7435402014f4f8423aa7233a3c960
出典データセット
uspto-grants-2011_11
特許番号
US08063035B2

反応ノート

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