Piperazine → 1-(2,4-Difluorobenzyl)piperazine

HRID 713199노트

반응식

HRID 713199 반응식
[NH:1]1[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.Cl[CH2:8][C:9]1[CH:14]=[CH:13][C:12]([F:15])=[CH:11][C:10]=1[F:16]>C1COCC1>[F:16][C:10]1[CH:11]=[C:12]([F:15])[CH:13]=[CH:14][C:9]=1[CH2:8][N:1]1[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1

참가 물질

4

반응물 2

HCID 4837PiperazineHCID 27369481-(Chloromethyl)-2,4-difluorobenzene

생성물 1

HCID 27828061-(2,4-Difluorobenzyl)piperazine수율 92%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

반응 조건

온도
70 °C

실험 절차

A mixture of piperazine (26.5 g, 308 mmol) in THF (350 mL) was heated to 70° C. and 1-(chloromethyl)-2,4-difluorobenzene (5 g, 30.8 mmol) was added. The suspension was heated at 70° C. overnight. The solid (piperazine) was filtered off, and the solvent was removed under reduced pressure. The residue was partitioned between EtOAc and water. The organic layer was dried and concentrated to give the title compound (6 g, 92%). ESI-MS m/z [M+H]+ 213.04.

후처리

  1. temperatureThe suspension was heated at 70° C. overnight
  2. filtrationThe solid (piperazine) was filtered off
  3. customthe solvent was removed under reduced pressure
  4. customThe residue was partitioned between EtOAc and water
  5. customThe organic layer was dried
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-4c0d105bcc774bf7843a0cf0aaa34a63
출처 데이터셋
uspto-grants-2015_11
특허 번호
US09181249B2

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