Ethyl 4-(dibenzylamino)-2-ethylcyclopentanecarboxylate → Ethyl 4-amino-2-ethylcyclopentanecarboxylate

HRID 1854364노트

반응식

HRID 1854364 반응식
C([N:8](CC1C=CC=CC=1)[CH:9]1[CH2:13][CH:12]([C:14]([O:16][CH2:17][CH3:18])=[O:15])[CH:11]([CH2:19][CH3:20])[CH2:10]1)C1C=CC=CC=1>CCO>[NH2:8][CH:9]1[CH2:13][CH:12]([C:14]([O:16][CH2:17][CH3:18])=[O:15])[CH:11]([CH2:19][CH3:20])[CH2:10]1

참가 물질

3

반응물 1

HCID 58009964Ethyl 4-(dibenzylamino)-2-ethylcyclopentanecarboxylate

생성물 1

HCID 58009905Ethyl 4-amino-2-ethylcyclopentanecarboxylate수율 99%

시약·촉매·용매 1

HCID 702Ethanol용매

반응 조건

온도
50 °C

실험 절차

To a vessel containing a slurry of 20% Pd(OH)2—C (12.9 g, 92.0 mmol) in EtOH (1.0 L) was added ethyl 4-(dibenzylamino)-2-ethylcyclopentanecarboxylate (129 g, 352 mmol, Preparation #EE.1). The reaction was shaken for about 90 min at about 50° C. under about 30 psi of H2. After removal of the H2 source, the resulting mixture was filtered through a pad of Celite® and the filtrate was concentrated under reduced pressure to give ethyl 4-amino-2-ethylcyclopentanecarboxylate (64.5 g, 99%) as a yellow syrup: 1H NMR (CDCl3) δ 4.03-3.88 (m, 2H), 3.17 (m, 1H), 2.68 (m, 1H), 2.09-2.02 (m, 2H), 2.02-1.94 (m, 2H), 1.84 (m, 1H), 1.58-1.48 (m, 1H), 1.32-1.18 (m, 1H), 1.09 (m, 3H), 1.03 (m, 2H), 0.78-0.69 (m, 3H).

후처리

  1. customAfter removal of the H2 source
  2. filtrationthe resulting mixture was filtered through a pad of Celite®
  3. concentrationthe filtrate was concentrated under reduced pressure

출처 및 근거

ORD 기록
ord-1ff5beeb32af417983bf00573277e3b4
출처 데이터셋
uspto-grants-2015_02
특허 번호
US08962629B2

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