1,2-Dichlorobenzene → HCID 22459092, compound

HRID 613420Notes

Reaction equation

HRID 613420 reaction equation
[CH3:1][C:2]([CH3:18])([CH3:17])[CH2:3][C:4]1[C:8]2[CH:9]=[CH:10][C:11]([O:13]CC=C)=[CH:12][C:7]=2[O:6][CH:5]=1.Cl[C:20]1[CH:25]=CC=C[C:21]=1Cl>>[CH3:18][C:2]([CH3:1])([CH3:17])[CH2:3][C:4]1[C:8]2[CH:9]=[CH:10][C:11]([OH:13])=[C:12]([CH2:25][CH:20]=[CH2:21])[C:7]=2[O:6][CH:5]=1

Participants

3

Reactant 2

HCID 72391,2-DichlorobenzeneHCID 22459129HCID 22459129, compound

Product 1

HCID 22459092HCID 22459092, compound

Conditions

Temperature
50 °C

Procedure

A solution prepared from 1,2-dichlorobenzene (65 mL) and the product of Step F (3.226 grams) was refluxed for 8 hours. The reaction, cooled to approx. 50° C., was subjected to high vacuum, removing the solvent by distillation. The remaining solid was digested in refluxing cyclohexane, cooled to ambient and filtered. The mother liquor was evaporated and chromatographed over silica gel (2.5:1 hex/ethyl acetate), producing more solid which was added to the previous, providing all the available title compound.

Workup

  1. customThe reaction
  2. customremoving the solvent
  3. distillationby distillation
  4. temperaturein refluxing cyclohexane
  5. temperaturecooled
  6. filtrationfiltered
  7. customThe mother liquor was evaporated
  8. customchromatographed over silica gel (2.5:1 hex/ethyl acetate)
  9. customproducing more solid which
  10. additionwas added to the previous,

Sources & evidence

ORD record
ord-ce56e01605d14a2e812ed3d535cdddaa
Source dataset
uspto-grants-1999_12
Patent number
US06008237

Reaction notes

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