Thionyl Chloride → HCID 23296064, compound

HRID 1954033Notes

Reaction equation

HRID 1954033 reaction equation
[CH3:1][C:2]1([CH3:16])[CH2:6][C:5]2=[C:7]([C:13](O)=[O:14])[CH:8]=[CH:9][C:10]([O:11][CH3:12])=[C:4]2[O:3]1.S(Cl)([Cl:19])=O>C1(C)C=CC=CC=1>[CH3:1][C:2]1([CH3:16])[CH2:6][C:5]2=[C:7]([C:13]([Cl:19])=[O:14])[CH:8]=[CH:9][C:10]([O:11][CH3:12])=[C:4]2[O:3]1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 23296063HCID 23296063, compound

Product 1

HCID 23296064HCID 23296064, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

0.8 g of 2,3-dihydro-2,2-dimethyl-7-methoxybenzofuran-4-carboxylic acid is heated to boiling under reflux for 1 h in a mixture of 50 ml of abs. toluene and 3 ml of thionyl chloride. The solvent is distilled off in a rotary evaporator and toluene (about 30 ml) is then added a further 2 times and the mixture is concentrated again. The residue is dried in a high vacuum and employed in Example 1 without further purification.

Workup

  1. temperatureunder reflux for 1 h in a mixture of 50 ml of abs
  2. distillationThe solvent is distilled off in a rotary evaporator and toluene (about 30 ml)
  3. additionis then added a further 2 times
  4. concentrationthe mixture is concentrated again
  5. customThe residue is dried in a high vacuum
  6. customemployed in Example 1 without further purification

Sources & evidence

ORD record
ord-1715bbe8620b4d79ae9da4d1c5dc7e79
Source dataset
uspto-grants-2000_09
Patent number
US06121274

Reaction notes

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