1,2-Dichlorobenzene → HCID 14579790, compound

HRID 1534236Notes

Reaction equation

HRID 1534236 reaction equation
[CH3:1][O:2][C:3]1[CH:24]=[CH:23][C:6]([C:7]([C:9]2[O:10][C:11]3[CH:18]=[CH:17][C:16]([O:19]CC=C)=[CH:15][C:12]=3[C:13]=2[CH3:14])=[O:8])=[CH:5][CH:4]=1.Cl[C:26]1[CH:31]=CC=C[C:27]=1Cl>>[CH3:1][O:2][C:3]1[CH:24]=[CH:23][C:6]([C:7]([C:9]2[O:10][C:11]3[CH:18]=[CH:17][C:16]([OH:19])=[C:15]([CH2:31][CH:26]=[CH2:27])[C:12]=3[C:13]=2[CH3:14])=[O:8])=[CH:5][CH:4]=1

Participants

3

Reactant 2

HCID 72391,2-DichlorobenzeneHCID 14579789HCID 14579789, compound

Product 1

HCID 14579790HCID 14579790, compoundYield 87%

Procedure

A mixture of 2-(p-methoxybenzoyl)-3-methyl-5-allyloxybenzofuran (1 gm, 3.10 mmole) in ortho dichlorobenzene (5 mL) was refluxed under nitrogen for a period of 5 hours. On cooling, the product crystallized. It was diluted with hexane, filtered, washed with hexane, and air-dried to yield 870 mg (87%) of 2-(p-methoxybenzoyl)-3-methyl-4-allyl- 5-hydroxy-benzofuran, mp. 155°-158° C.

Workup

  1. temperaturewas refluxed under nitrogen for a period of 5 hours
  2. temperatureOn cooling
  3. customthe product crystallized
  4. additionIt was diluted with hexane
  5. filtrationfiltered
  6. washwashed with hexane
  7. customair-dried

Sources & evidence

ORD record
ord-6d874b526c254f5190257b48e3817eb0
Source dataset
uspto-grants-1992_02
Patent number
US05087638

Reaction notes

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