1,2-Dichlorobenzene → HCID 14579776, compound

HRID 1534210Notes

Reaction equation

HRID 1534210 reaction equation
[F:1][C:2]1[CH:23]=[CH:22][C:5]([C:6]([C:8]2[O:9][C:10]3[CH:17]=[CH:16][C:15]([O:18]CC=C)=[CH:14][C:11]=3[C:12]=2[CH3:13])=[O:7])=[CH:4][CH:3]=1.Cl[C:25]1[CH:30]=CC=C[C:26]=1Cl>>[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:6]([C:8]2[O:9][C:10]3[CH:17]=[CH:16][C:15]([OH:18])=[C:14]([CH2:30][CH:25]=[CH2:26])[C:11]=3[C:12]=2[CH3:13])=[O:7])=[CH:22][CH:23]=1

Participants

3

Reactant 2

HCID 72391,2-DichlorobenzeneHCID 14579775HCID 14579775, compound

Product 1

HCID 14579776HCID 14579776, compoundYield 76%

Procedure

A solution of 2-(p-fluorobenzoyl)-3-methyl-5-allyloxybenzofuran (2.77 gm; 9.2 mmoles) in ortho-dichlorobenzene (15 mL) was refluxed under nitrogen for a period of 4 hours. On cooling, the reaction product crystallized. Some hexane was added and the crystals were filtered, washed with hexane and air-dried to yield 2.1 gm (76%) of 2-(p-fluorobenzoyl)-3-methyl-4-allyl-5-hydroxybenzofuran, mp. 164°-166° C.

Workup

  1. temperatureOn cooling
  2. customthe reaction product crystallized
  3. additionSome hexane was added
  4. filtrationthe crystals were filtered
  5. washwashed with hexane
  6. customair-dried

Sources & evidence

ORD record
ord-3c113bb9eb8c41f89aa5f878a16b2072
Source dataset
uspto-grants-1992_02
Patent number
US05087638

Reaction notes

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