3-Chlorobenzoic Acid → HCID 9985517, compound

HRID 1588138Notes

Reaction equation

HRID 1588138 reaction equation
[CH3:1][O:2][C:3]1[C:4](=[O:40])[CH:5]=[C:6]([O:38][CH3:39])[C:7](=[O:37])[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])=[CH:28][C:27](=[O:34])[C:26]=1[O:35][CH3:36].ClC1C=C(C=CC=1)C(O)=[O:46]>C(Cl)Cl>[CH3:1][O:2][C:3]1[C:4](=[O:40])[CH:5]=[C:6]([O:38][CH3:39])[C:7](=[O:37])[C:8]=1[CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH:16]1[O:46][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])=[CH:28][C:27](=[O:34])[C:26]=1[O:35][CH3:36]

Participants

4

Reactant 2

HCID 4473-Chlorobenzoic AcidHCID 10053442HCID 10053442, compound

Product 1

HCID 9985517HCID 9985517, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

9 Milligrams of 1,16-bis(2,5-dimethoxy-1,4-benzoquinon-3-yl)-cis-8-hexadecene was dissolved in 1 ml of methylene chloride, then to this solution was added 8 mg of m-chlorobenzoic acid and the mixture was stirred at room temperature for 1 hour. After the completion of the reaction, the solvent was removed by evaporation under reduced pressure, and the residue obtained was purified by means of a preparative thin layer chromatography [adsrobent: "Silica gel 60 F254 " manufactured by E. Merck A. G., developing solvent: benzene-ethyl acetate (5:1 mixture by volume/volume)] to obtain 3 mg of 1,16-bis(2,5-dimethoxy-1,4-benzoquinon-3-yl)-8,9-epoxyhexadecane. Yellow oily substance.

Workup

  1. customAfter the completion of the reaction
  2. customthe solvent was removed by evaporation under reduced pressure
  3. customthe residue obtained
  4. customwas purified by means of a preparative thin layer chromatography [adsrobent: "Silica gel 60 F254 " manufactured by E. Merck A. G., developing solvent: benzene-ethyl acetate (5:1 mixture by volume/volume)]

Sources & evidence

ORD record
ord-4fbef54a6bf0459291a9c374ec5c8b2c
Source dataset
uspto-grants-1993_06
Patent number
US05220042

Reaction notes

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