Potassium Carbonate → HCID 54248122, compound

HRID 1032808Notes

Reaction equation

HRID 1032808 reaction equation
O[C:2]1[CH:7]=[CH:6][C:5]([CH:8]=[CH:9][C:10]2[CH:15]=[CH:14][C:13]([N+:16]([O-:18])=[O:17])=[CH:12][CH:11]=2)=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+].[CH3:25][C:26]1([CH3:43])[O:30][CH:29]([CH2:31]OS(C2C=CC(C)=CC=2)(=O)=O)[CH2:28][O:27]1.[N+](C1C=CC(C=CC2C=CC=CC=2)=CC=1)([O-])=O>O.CN(C)C=O>[CH3:25][C:26]1([CH3:43])[O:30][CH:29]([CH2:31][C:2]2[CH:7]=[CH:6][C:5]([CH:8]=[CH:9][C:10]3[CH:15]=[CH:14][C:13]([N+:16]([O-:18])=[O:17])=[CH:12][CH:11]=3)=[CH:4][CH:3]=2)[CH2:28][O:27]1

Participants

7

Reactant 4

HCID 11430Potassium CarbonateHCID 980011-Nitro-4-((E)-styryl)-benzeneHCID 139676Phenol, 4-[2-(4-nitrophenyl)ethenyl]-HCID 2350972,2-Dimethyl-1,3-dioxolan-4-ylmethyl p-toluenesulfonate

Product 1

HCID 54248122HCID 54248122, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

A mixture of 120.5 g of 4-hydroxy-4'-nitrostilbene, 69 g of anhydrous potassium carbonate, 143 g of 2,2-dimethyl-4-(4-methyl phenyl sulphonyloxymethyl)-1,3-dioxolane, prepared in accordance with the specification of K. Freudenberg and H. Hess in Liebigs Annalen der Chemie Vol. 448 (1926), p. 121, and 1 l of dimethyl formamide (DMF) was boiled for 30 minutes with refluxing. After cooling the reaction mixture was poured, with vigorous stirring, into 5 l of water. The precipitated crystals were filtered off and after-washed with 5 1 of water. The crude product after drying was crystallized from 4 l of acetone. Obtained were 135 g of 4-((2,2-dimethyl)-1,3-dioxa-4-cyclopentyl)methyl)-4'nitrostilbene in the form of yellow acicular crystals having a melting point of 146°-147° C.

Workup

  1. customprepared in accordance with the specification of K
  2. temperaturewith refluxing
  3. temperatureAfter cooling the reaction mixture
  4. filtrationThe precipitated crystals were filtered off
  5. washafter-washed with 5 1 of water
  6. dry with materialThe crude product after drying
  7. customwas crystallized from 4 l of acetone
  8. customObtained

Sources & evidence

ORD record
ord-82684b6ba21a421ab7ef00d491a81fdf
Source dataset
uspto-grants-1990_09
Patent number
US04959448

Reaction notes

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