4-Chlorobenzonitrile → 4-(1-pyrrolidinyl)benzonitrile

HRID 1505165노트

반응식

Cl[C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[CH:4][CH:3]=1.[NH:10]1[CH2:14][CH2:13][CH2:12][CH2:11]1>>[N:10]1([C:2]2[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[CH:4][CH:3]=2)[CH2:14][CH2:13][CH2:12][CH2:11]1

참가 물질

반응물 2

HCID 121634-Chlorobenzonitrile

HCID 31268Pyrrolidine

생성물 1

HCID 49612714-(1-pyrrolidinyl)benzonitrile수율 33%

반응 조건

온도: 100 °C

실험 절차

To commercially available 4-chlorobenzonitrile 17 (5 g, 36 mmol) 12 ml of pyrrolidine were added and the reaction was heated at 100° C. for 24 hours in closed vessel. The reaction was evaporated and the residue was dissolved in AcOEt and washed with water and brine. The purification of the crude residue by chromatographic column using AcOEt 1/Petroleum ether 9 as eluant gave 1.68 g of a pale yellow solid. Yield=33% 1HNMR (DMSO, 200 MHz) δ 1.96 (4H, m), 3.28 (4H, m), 6.58 (2H, d, J=9 Hz), 7.51 (2H, d, J=9 Hz)

후처리

customThe reaction was evaporated
dissolutionthe residue was dissolved in AcOEt
washwashed with water and brine
customThe purification of the crude residue by chromatographic column

출처 및 근거

ORD 기록: ord-ce869e67e7f94ed1a50fdba6456bb80f
출처 데이터셋: uspto-grants-2015_12
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US09216975B2

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