3-Chlorobenzoic Acid → HCID 10460980, compound

HRID 1588139Notes

Reaction equation

HRID 1588139 reaction equation
[CH3:1][O:2][C:3]1[C:4](=[O:41])[CH:5]=[C:6]([O:39][CH3:40])[C:7](=[O:38])[C:8]=1[CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15]/[CH:16]=[CH:17]\[CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][C:25]1[C:30](=[O:31])[C:29]([O:32][CH3:33])=[C:28]([CH3:34])[C:27](=[O:35])[C:26]=1[O:36][CH3:37].ClC1C=C(C=CC=1)C(O)=[O:47]>C(Cl)Cl>[CH3:1][O:2][C:3]1[C:4](=[O:41])[CH:5]=[C:6]([O:39][CH3:40])[C:7](=[O:38])[C:8]=1[CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH:16]1[O:47][CH:17]1[CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][C:25]1[C:30](=[O:31])[C:29]([O:32][CH3:33])=[C:28]([CH3:34])[C:27](=[O:35])[C:26]=1[O:36][CH3:37]

Participants

4

Reactant 2

HCID 4473-Chlorobenzoic AcidHCID 9985484HCID 9985484, compound

Product 1

HCID 10460980HCID 10460980, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

25 Milligrams of 1-(2,5-dimethoxy-1,4-benzoquinon-3-yl)-16-(2,5-dimethoxy-6-methyl-1,4-benzoquinon-3-yl)-Z-8-hexadecene was dissolved in 2 ml of methylene chloride, then to this solution was added 30 mg of m-chlorobenzoic acid and the reaction mixture was stirred at room temperature for 1 hour. After the reaction was completed the solvent was removed by evaporation under reduced pressure, then the residue obtained was purified by means of a preparative thin layer chromatography [adsorbent: "Silica gel F254 " manufactured by E. Merck A. G., developing solvent: benzene-ethyl acetate (5:1 mixture by volume/volume)] to obtain 9 mg of 1-(2,5-dimethoxy-1,4-benzoquinon-3-yl)-16-(2,5-dimethoxy-6-methyl-1,4-benzoquinon-3-yl)-8,9-epoxyhexadecane. Yellow oily substance.

Workup

  1. customwas removed by evaporation under reduced pressure
  2. customthe residue obtained
  3. customwas purified by means of a preparative thin layer chromatography [adsorbent: "Silica gel F254 " manufactured by E. Merck A. G., developing solvent: benzene-ethyl acetate (5:1 mixture by volume/volume)]

Sources & evidence

ORD record
ord-c3b7540cbf2846eea687c8aaffcde40f
Source dataset
uspto-grants-1993_06
Patent number
US05220042

Reaction notes

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