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

HRID 274758Notes

Reaction equation

HRID 274758 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-ylacetic acid obtained above is dissolved, while warm, in 300 cm3 of chloroform. The mixture is heated to reflux, and then thionyl chloride is added dropwise. The mixture is refluxed for two hours and evaporated to dryness, yielding an oil which crystallises by cooling. The resulting residue is used as such in the following step.

Workup

  1. dissolutionis dissolved
  2. temperatureThe mixture is heated
  3. temperatureto reflux
  4. temperatureThe mixture is refluxed for two hours
  5. customevaporated to dryness
  6. customyielding an oil which
  7. customcrystallises
  8. temperatureby cooling

Sources & evidence

ORD record
ord-68b8a011210c4d8fbc1f976d53140819
Source dataset
uspto-grants-1995_02
Patent number
US05389683

Reaction notes

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