1,2-Dichlorobenzene → HCID 22459092, compound

HRID 2185058Notes

Reaction equation

HRID 2185058 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-6f925a421ab347ec866e7bd7a8031f7b
Source dataset
uspto-grants-2002_06
Patent number
US06399640B1

Reaction notes

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