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Water → 1-Ethylenedioxy-2-(6-carboxyhexyl)-3-nitromethyl-cyclopentane

HRID 27283
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HRID 27283 반응식
[C:1]([CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH:10]1[CH:14]([CH2:15][N+:16]([O-:18])=[O:17])[CH2:13][CH2:12][C:11]1=[O:19])([OH:3])=[O:2].[C:20]1([CH3:30])C=CC(S(O)(=O)=O)=CC=1.[OH2:31]>C1C=CC=CC=1.C(O)CO>[CH2:30]1[CH2:20][O:31][C:10]2([CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][C:1]([OH:3])=[O:2])[CH:14]([CH2:15][N+:16]([O-:18])=[O:17])[CH2:13][CH2:12][CH:11]2[O:19]1
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참가 물질

6

반응물 3

HCID 962WaterHCID 6101p-Toluenesulfonic acidHCID 233445592-(6-Carboxyhexyl)-3-nitromethyl-cyclopentan-1-one

생성물 1

HCID 705892141-Ethylenedioxy-2-(6-carboxyhexyl)-3-nitromethyl-cyclopentane

시약·촉매·용매 2

HCID 174Ethylene Glycol용매HCID 241Benzene용매

실험 절차

The solution of 2-(6-carboxyhexyl)-3-nitromethyl-cyclopentan-1-one, methyl ester (14 g.) in benzene (200 ml.), ethylene glycol (16.1 ml.), p-toluenesulphonic acid (0.315 g.), is heated to boiling for 16 hours. The reaction water is separated in a Marcusson apparatus. The mixture is washed with an aqueous saturated NaHCO3 -solution (50 ml.), then with water to neutrality, dried over sodium sulphate and the solvent is evaporated in vacuo. From the oily residue, by chromatography on silica (300 g.) and elution with benzene/ethyl acetate (6:1), 13 g. of 1-ethylenedioxy-2-(6-carboxyhexyl)-3-nitromethyl-cyclopentane, methyl ester, are obtained.

후처리

  1. customis separated in a Marcusson apparatus
  2. washThe mixture is washed with an aqueous saturated NaHCO3 -solution (50 ml.)
  3. dry with materialwith water to neutrality, dried over sodium sulphate
  4. customthe solvent is evaporated in vacuo
  5. washFrom the oily residue, by chromatography on silica (300 g.) and elution with benzene/ethyl acetate (6:1), 13 g

출처 및 근거

ORD 기록
ord-844ea57a042f4a99b757d9b37d4ac6c2
출처 데이터셋
uspto-grants-1980_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04220798

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