Water → HCID 22451497, compound

HRID 2185640Notes

Reaction equation

HRID 2185640 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([O:8]C(=O)CCCCl)[CH:5]=[CH:6][CH:7]=1.[Cl-].[Al+3].[Cl-].[Cl-].[OH2:19]>C(OCC)(=O)C>[F:1][C:2]1[CH:7]=[C:6]2[C:5](=[C:4]([OH:8])[CH:3]=1)[C:6](=[O:19])[CH2:7][CH:2]2[CH3:3]

Participants

5

Reactant 3

HCID 962WaterHCID 6451240Aluminum(III) ChlorideHCID 53661325HCID 53661325, compound

Product 1

HCID 22451497HCID 22451497, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Conditions

Temperature
100 °C

Procedure

After the obtained 4-chloro-butanoic acid 3-fluorophenyl ester (35.33 g) was heated to 80° C., aluminium chloride (24.0 g) was added. The reaction mixture started to foam. After the foaming was reduced the mixture was stirred during 2 hours at 100° C. After cooling water and ethyl acetate were added and the mixture was heated on a steam bath After all the oil was dissolved the organic layer was separated and washed with water and brine. The solvent was removed and the residue was crystallized from 2-propanol to give 21.2 g of 5-fluoro-2,3-dihydro-7-hydroxy-3-methyl-1H-inden-1-one, M.S. (C.I.) (M/Z): 181 [M+H]+.

Workup

  1. additionwere added
  2. temperaturethe mixture was heated on a steam bath After all the oil
  3. dissolutionwas dissolved the organic layer
  4. customwas separated
  5. washwashed with water and brine
  6. customThe solvent was removed
  7. customthe residue was crystallized from 2-propanol

Sources & evidence

ORD record
ord-1de5c4e0a9a041e6bff7ccfcfd20933e
Source dataset
uspto-grants-2002_06
Patent number
US06403573B1

Reaction notes

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