Sodium Hydroxide → 1-(4-Bromophenyl)pyrrolidine

HRID 875288노트

반응식

HRID 875288 반응식
[C:1]1([N:7]2[CH2:11][CH2:10][CH2:9][CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Br:12]N1C(=O)CCC1=O.[OH-].[Na+]>O1CCCC1>[Br:12][C:4]1[CH:5]=[CH:6][C:1]([N:7]2[CH2:11][CH2:10][CH2:9][CH2:8]2)=[CH:2][CH:3]=1

참가 물질

5

반응물 3

HCID 14798Sodium HydroxideHCID 67184N-bromobutanimideHCID 777261-Phenylpyrrolidine

생성물 1

HCID 70164571-(4-Bromophenyl)pyrrolidine수율 86%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of N-phenylpyrrolidine (73.8 g, 0.501 moL) in tetrahydrofuran (500 mL) was added N-bromosuccinimide (124.8 g, 1.4 equivalents) at 20° C. to 30° C., and the mixture was stirred at the same temperature for 4 hr. 1 mol/L Aqueous sodium hydroxide solution (300 mL) was added to the mixture at 27° C., and the mixture was partitioned. The organic layer was dried over anhydrous magnesium sulfate and filtered naturally, and the filtrate was concentrated under reduced pressure. The residue was recrystallized from methanol to give the title compound (97.4 g, brown crystals). yield 86%. melting point 88.1° C.

후처리

  1. customthe mixture was partitioned
  2. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  3. filtrationfiltered naturally
  4. concentrationthe filtrate was concentrated under reduced pressure
  5. customThe residue was recrystallized from methanol

출처 및 근거

ORD 기록
ord-b0dc00af6aa244c7942655142a1909a0
출처 데이터셋
uspto-grants-2015_03
특허 번호
US08981147B2

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