p-Toluenesulfonic acid → 4-(6-Piperidinohexyl)3,5-dioxomorpholine

HRID 1112755노트

반응식

HRID 1112755 반응식
CC1C=CC(S(O)(=O)=O)=CC=1.C1(C)C=CC(S(O[CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][N:28]2[C:33](=[O:34])[CH2:32][O:31][CH2:30][C:29]2=[O:35])(=O)=O)=CC=1.[NH:37]1[CH2:42][CH2:41][CH2:40][CH2:39][CH2:38]1>C(O)(C)(C)C>[N:37]1([CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][N:28]2[C:29](=[O:35])[CH2:30][O:31][CH2:32][C:33]2=[O:34])[CH2:42][CH2:41][CH2:40][CH2:39][CH2:38]1

참가 물질

5

반응물 3

HCID 6101p-Toluenesulfonic acidHCID 8082PiperidineHCID 127961946-(3,5-Dioxomorpholino)hexyl p-toluenesulfonate

생성물 1

HCID 127961954-(6-Piperidinohexyl)3,5-dioxomorpholine

시약·촉매·용매 1

HCID 6386tert-Butanol용매2회

실험 절차

p-toluenesulfonate. To a solution of 19.6 grams (53.2 millimoles) of 6-(3,5-dioxomorpholino)hexyl p-toluenesulfonate in 54 milliliters of tertiary butyl alcohol was added 5.3 milliliters of tertiary (53 millimoles) of piperidine in 54 milliliters of tertiary butyl alcohol. The reaction mixture was heated at reflux temperature for about 22 hours to obtain 4-(6-piperidinohexyl)-3,5-dioxomorpholine.p-toluenesulfonate product which crystallized from tertiary butyl alcohol-ether mixture in a yield of 13.45 grams (56 percent) as an off-white solid, m.p. 125°-128° C. A portion of this product after purification by (a) chromatographing on Silicar CC4 Special (Silica gel, product of Mallinkrodt) employing 10:1 dichloromethanemethanol as eluant, (b) recovering from the effluent and (c) recrystallizing from tertiary butyl alcohol-ether, was a white solid, m.p. 121°-122.5° C.

후처리

  1. temperatureThe reaction mixture was heated
  2. temperatureat reflux temperature for about 22 hours

출처 및 근거

ORD 기록
ord-97428bf44ab245f69f5f4d0668cf9c31
출처 데이터셋
uspto-grants-1978_10
특허 번호
US04123538

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