Thionyl Chloride → 2-(7-Methoxynaphthalen-1-yl)acetyl chloride

HRID 483391Notes

Reaction equation

HRID 483391 reaction equation
[CH3:1][O:2][C:3]1[CH:12]=[C:11]2[C:6]([CH:7]=[CH:8][CH:9]=[C:10]2[CH2:13][C:14]([OH:16])=O)=[CH:5][CH:4]=1.S(Cl)([Cl:19])=O>C(Cl)(Cl)Cl>[CH3:1][O:2][C:3]1[CH:12]=[C:11]2[C:6]([CH:7]=[CH:8][CH:9]=[C:10]2[CH2:13][C:14]([Cl:19])=[O:16])=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 13570105(7-Methoxynaphthalen-1-yl)acetic acid

Product 1

HCID 193857662-(7-Methoxynaphthalen-1-yl)acetyl chloride

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

The (7-methoxynaphth-1-yl)acetic acid obtained above is dissolved by heating in 300 ml of chloroform. The mixture is heated under reflux, and then thionyl chloride is added dropwise. The mixture is refluxed for two hours and evaporated to dryness. An oil is obtained which crystallizes on cooling. The residue obtained is used as such in the following stage.

Workup

  1. dissolutionabove is dissolved
  2. temperatureThe mixture is heated
  3. temperatureunder reflux
  4. temperatureThe mixture is refluxed for two hours
  5. customevaporated to dryness
  6. customAn oil is obtained which
  7. customcrystallizes
  8. temperatureon cooling
  9. customThe residue obtained

Sources & evidence

ORD record
ord-a5644afb33d14df0ac29383062107646
Source dataset
uspto-grants-1993_07
Patent number
US05225442

Reaction notes

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