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

HRID 1478583ノート

反応式

HRID 1478583 の反応式
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8]Br)=[C:4]([F:10])[CH:3]=1.[NH:11]1[CH2:16][CH2:15][O:14][CH2:13][CH2:12]1>CN(C=O)C>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][N:11]2[CH2:16][CH2:15][O:14][CH2:13][CH2:12]2)=[C:4]([F:10])[CH:3]=1

参加物

4

反応物 2

HCID 8083MorpholineHCID 27336604-Bromo-2-fluorobenzyl bromide

生成物 1

HCID 219145034-(4-Bromo-2-fluorobenzyl)morpholine収率 45.1%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
60 °C

実験手順

4-bromo-1-(bromomethyl)-2-fluorobenzene (600 mg, 2.24 mmol) was dissolved in DMF (8 mL), and KI (400 mg, 2.46 mmol) was added and morpholine (0.78 mL, 8.96 mmol) was added, followed by stirring at 60° C. for 13 hours. When the reaction was completed, the reaction mixture was concentrated under reduced pressure to remove DMF, and extracted two times or more with ethyl acetate and brine. The organic layer was treated with sodium sulfate to remove extra water, and then concentrated under reduced pressure, followed by column chromatography using 30% ethyl acetate/hexane, to give 4-(4-bromo-2-fluorobenzyl)morpholine (278 mg, 1.01 mmol) with a yield of 45%.

後処理

  1. additionKI (400 mg, 2.46 mmol) was added
  2. concentrationthe reaction mixture was concentrated under reduced pressure
  3. customto remove DMF
  4. extractionextracted two times
  5. additionThe organic layer was treated with sodium sulfate
  6. customto remove extra water
  7. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-a9180b332e954212b476820704cbd02a
出典データセット
uspto-grants-2016_08
特許番号
US09403831B2

反応ノート

読み込み中…