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

HRID 1478583노트

반응식

HRID 1478583 반응식
[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

참가 물질

4

반응물 2

HCID 8083MorpholineHCID 27336604-Bromo-2-fluorobenzyl bromide

생성물 1

HCID 219145034-(4-Bromo-2-fluorobenzyl)morpholine수율 45.1%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
60 °C

실험 절차

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%.

후처리

  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

출처 및 근거

ORD 기록
ord-a9180b332e954212b476820704cbd02a
출처 데이터셋
uspto-grants-2016_08
특허 번호
US09403831B2

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