3-(3-chloro-4-methoxyphenyl)propanoic acid → 5-Chloro-6-methoxy-1-indanone

HRID 1661054Notes

Reaction equation

HRID 1661054 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH2:10][CH2:11][C:12]([OH:14])=O)[CH:5]=[CH:6][C:7]=1[O:8][CH3:9]>O>[Cl:1][C:2]1[CH:3]=[C:4]2[C:5](=[CH:6][C:7]=1[O:8][CH3:9])[C:12](=[O:14])[CH2:11][CH2:10]2

Participants

3

Reactant 1

HCID 108892723-(3-chloro-4-methoxyphenyl)propanoic acid

Product 1

HCID 109214765-Chloro-6-methoxy-1-indanoneYield 66%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of 3-(3-chloro-4-methoxyphenyl)propanoic acid (10 g, 46.7 mmol, commercially available) in PPA (100 mL) was stirred for 2 h at 70 C. Water was added to the mixture and extracted with EA twice. The organic phase were combined and dried over anhydrous Na2SO4, concentrated, purified by FC to afford 6 g of the title compound (y=66%).

Workup

  1. extractionextracted with EA twice
  2. dry with materialdried over anhydrous Na2SO4
  3. concentrationconcentrated
  4. custompurified by FC

Sources & evidence

ORD record
ord-8af6581fbea34f8797fc726ef144f536
Source dataset
uspto-grants-2011_10
Patent number
US08030322B2

Reaction notes

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