1,2-Dichlorobenzene → HCID 22459092, compound

HRID 1532172Notes

Reaction equation

HRID 1532172 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-d39b38d862f3421db15bef562a48bc1c
Source dataset
uspto-grants-2001_03
Patent number
US06200998B1

Reaction notes

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