Cyclopentanone → Pyrrolidine, 1-(1-cyclopenten-1-yl)-

HRID 240895노트

반응식

HRID 240895 반응식
[C:1]1(=O)[CH2:5][CH2:4][CH2:3][CH2:2]1.[NH:7]1[CH2:11][CH2:10][CH2:9][CH2:8]1>C1(C)C=CC=CC=1.C1(C)C=CC(S(O)(=O)=O)=CC=1>[C:1]1([N:7]2[CH2:11][CH2:10][CH2:9][CH2:8]2)[CH2:5][CH2:4][CH2:3][CH:2]=1

참가 물질

5

반응물 2

HCID 8452CyclopentanoneHCID 31268Pyrrolidine

생성물 1

HCID 81570Pyrrolidine, 1-(1-cyclopenten-1-yl)-수율 140%

시약·촉매·용매 2

HCID 6101p-Toluenesulfonic acid촉매HCID 1140Toluene용매

실험 절차

Reflux a mixture of cyclopentanone (600 g, 7.14 mol), pyrrolidine (550 g, 4.68 mol) and toluene-4-sulfonic acid (5.0 g) in toluene (3 L) for 4 hours. After removal of solvent under vacuum, purify the residue by distillation carefully to give 1-cyclopent-1-enyl-pyrrolidine as colorless oil (898 g, 6.55 mol, 91.8%). 1H NMR (CDCl3, 400 MHz): δ 4.04 (m, 1H), 3.06 (m, 4H), 2.39 (m, 4H), 1.85 (m, 6H).

후처리

  1. temperatureReflux
  2. customAfter removal of solvent under vacuum
  3. custompurify the residue
  4. distillationby distillation carefully

출처 및 근거

ORD 기록
ord-a4e895b8e62a463ba49de4ecb120633b
출처 데이터셋
uspto-grants-2014_02
특허 번호
US08648081B2

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