HCID 21927967, compound → HCID 23293583, compound

HRID 362868Notes

Reaction equation

HRID 362868 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:8]([CH2:13][C:14]([OH:16])=O)[CH2:9][C:10]([OH:12])=[O:11])[CH:5]=[CH:6][CH:7]=1>O>[F:1][C:2]1[CH:3]=[C:4]2[C:5]([C:14](=[O:16])[CH2:13][CH:8]2[CH2:9][C:10]([OH:12])=[O:11])=[CH:6][CH:7]=1

Participants

3

Reactant 1

HCID 21927967HCID 21927967, compound

Product 1

HCID 23293583HCID 23293583, compoundYield 87.2%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
120 °C

Procedure

Polyphosphoric acid (39.6 g, Aldrich) and 3-(3-fluorophenyl)glutaric acid (6.6 g, 0.0292 mol) were combined and the mixture heated with an oil bath at 120° C. for 10 min. The now red solution was cooled to approximately 60° C. and water (approximately 100 ml) was added dropwise, with efficient stirring. The resulting precipitate was collected and washed with water. Recrystallization from dichloromethane and hexanes gave 5.3 g (87%) of 2-(6-fluoro-3-oxo-1-indanyl)acetic acid: m.p., 150°-151° C.;

Workup

  1. temperatureThe now red solution was cooled to approximately 60° C.
  2. customThe resulting precipitate was collected
  3. washwashed with water
  4. customRecrystallization from dichloromethane and hexanes

Sources & evidence

ORD record
ord-666e2ecc2bc94bb3abcc316d9435f17a
Source dataset
uspto-grants-1999_02
Patent number
US05872118

Reaction notes

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