1-Naphthaleneacetic Acid → 2-(Naphthalen-1-yl)acetyl chloride

HRID 973728Notes

Reaction equation

HRID 973728 reaction equation
[C:1]1([CH2:11][C:12]([OH:14])=O)[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.S(Cl)([Cl:17])=O>>[C:1]1([CH2:11][C:12]([Cl:17])=[O:14])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1

Participants

3

Reactant 2

HCID 68621-Naphthaleneacetic AcidHCID 24386Thionyl Chloride

Product 1

HCID 27953862-(Naphthalen-1-yl)acetyl chloride

Procedure

15 g of 1-naphthyl acetic acid and 90 ml of thionyl chloride were heated with stirring for 2 hours and the solution was concentrated under reduced pressure. The residue was taken up in toluene and concentrated to dryness under reduced pressure to obtain 16.3 g of the expected product which used as is for the next step.

Workup

  1. concentrationthe solution was concentrated under reduced pressure
  2. concentrationconcentrated to dryness under reduced pressure

Sources & evidence

ORD record
ord-095a572124a9486483444e4ed0ea130a
Source dataset
uspto-grants-1991_11
Patent number
US05064861

Reaction notes

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