1,2-Dichlorobenzene → HCID 14579773, compound

HRID 1607280Notes

Reaction equation

HRID 1607280 reaction equation
[CH3:1][O:2][C:3]1[CH:24]=[CH:23][C:6]([CH2:7][CH2:8][C:9]2[O:10][C:11]3[CH:18]=[CH:17][CH:16]=[C:15]([O:19]CC=C)[C:12]=3[C:13]=2[CH3:14])=[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]([CH2:7][CH2:8][C:9]2[O:19][C:15]3[CH:16]=[CH:17][C:18]([CH2:31][CH:26]=[CH2:27])=[C:11]([OH:10])[C:12]=3[C:13]=2[CH3:14])=[CH:5][CH:4]=1

Participants

3

Reactant 2

HCID 72391,2-DichlorobenzeneHCID 19910750HCID 19910750, compound

Product 1

HCID 14579773HCID 14579773, compoundYield 67%

Procedure

A solution of 2-(p-methoxyphenethyl)-3-methyl-4-allyloxybenzofuran (0.9 gm, 2.8 mmoles) in ortho dichlorobenzene (15 mL) was refluxed for 4.5 hours under a nitrogen atmosphere. The mixture was cooled to room temperature and was chromatographed on silica gel. Elution with 15% ethylacetate in hexane yielded 0.6 gm (67%) of 2-(p-methoxyphenethyl)-3-methyl-4-hydroxy-5-allylbenzofuran.

Workup

  1. customwas chromatographed on silica gel
  2. washElution with 15% ethylacetate in hexane

Sources & evidence

ORD record
ord-0a868435a4834febaec354a9c72ec33a
Source dataset
uspto-grants-1989_09
Patent number
US04863958

Reaction notes

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