4-Nitrobenzaldehyde → 2,2-Dimethyl-5-[(4-nitrophenyl)methylidene]-1,3-dioxane-4,6-dione

HRID 1256922노트

반응식

HRID 1256922 반응식
[N+:1]([C:4]1[CH:11]=[CH:10][C:7]([CH:8]=O)=[CH:6][CH:5]=1)([O-:3])=[O:2].C1(C)C=CC=CC=1.[CH3:19][C:20]1([CH3:28])[O:27][C:25](=[O:26])[CH2:24][C:22](=[O:23])[O:21]1.N1CCCCC1>C(O)(=O)C>[CH3:19][C:20]1([CH3:28])[O:27][C:25](=[O:26])[C:24](=[CH:8][C:7]2[CH:10]=[CH:11][C:4]([N+:1]([O-:3])=[O:2])=[CH:5][CH:6]=2)[C:22](=[O:23])[O:21]1

참가 물질

6

반응물 4

HCID 5414-NitrobenzaldehydeHCID 1140TolueneHCID 8082PiperidineHCID 162492,2-Dimethyl-1,3-dioxane-4,6-dione

생성물 1

HCID 8242742,2-Dimethyl-5-[(4-nitrophenyl)methylidene]-1,3-dioxane-4,6-dione수율 69.7%

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

To 4-nitrobenzaldehyde (15.1 g) were added a toluene (180 mL) solution, Meldrum's acid (14.4 g), piperidine (300 μL) and acetic acid (300 μL) at room temperature, and the mixture was stirred for 5 hr. Insoluble material was collected by filtration, and the obtained solid was washed with ethyl acetate (80 mL). The resulting precipitate was collected by filtration to give the title compound (19.3 g) as a pale-yellow solid.

후처리

  1. filtrationInsoluble material was collected by filtration
  2. washthe obtained solid was washed with ethyl acetate (80 mL)
  3. filtrationThe resulting precipitate was collected by filtration

출처 및 근거

ORD 기록
ord-73520dfa6d5345e1ba031d845663de3f
출처 데이터셋
uspto-grants-2013_06
특허 번호
US08461209B2

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