Sodium Hydroxide → 1-(4-Bromophenyl)pyrrolidine

HRID 875288ノート

反応式

HRID 875288 の反応式
[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

参加物

5

反応物 3

HCID 14798Sodium HydroxideHCID 67184N-bromobutanimideHCID 777261-Phenylpyrrolidine

生成物 1

HCID 70164571-(4-Bromophenyl)pyrrolidine収率 86%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-b0dc00af6aa244c7942655142a1909a0
出典データセット
uspto-grants-2015_03
特許番号
US08981147B2

反応ノート

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