Heptanoic Acid → HCID 19745245, compound

HRID 2254332Notes

Reaction equation

HRID 2254332 reaction equation
[C:1]([OH:9])(=O)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH3:7].ClCC(OC(=O)CCl)=O.[C:19]([O:22][C:23]1[CH:28]=[CH:27][C:26]([C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)=[CH:25][CH:24]=1)(=[O:21])[CH3:20]>ClCC(Cl)(Cl)Cl>[C:19]([O:22][C:23]1[CH:28]=[CH:27][C:26]([C:29]2[CH:34]=[CH:33][C:32]([C:1](=[O:9])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH3:7])=[CH:31][CH:30]=2)=[CH:25][CH:24]=1)(=[O:21])[CH3:20]

Participants

5

Reactant 3

HCID 8094Heptanoic AcidHCID 10946Chloroacetic anhydrideHCID 3460664-Acetoxybiphenyl

Product 1

HCID 19745245HCID 19745245, compoundYield 74%

Reagents, catalysts & solvents 1

HCID 124181,1,1,2-TetrachloroethaneSolvent

Conditions

Temperature
100 °C

Procedure

In 50 ml of tetrachloroethane were dissolved 6.51 g (0.05 mole) of heptanoic acid and 9.83 g (0.0575 mole) of monochloroacetic anhydride. To the resulting solution were added 12.74 g (0.06 mole) of 4-acetoxybiphenyl and 0.8 g of boron trifluoride-diethyl ether complex and the resulting mixture was then stirred at 100° C. for 10 hours. After completion of the reaction, the reaction solution was cooled and washed with 5% aqueous sodium carbonate solution and water in this order. The organic layer was concentrated under reduced pressure to obtain 12.0 g of 4-acetoxy-4'-heptanoylbiphenyl.

Workup

  1. customAfter completion of the reaction
  2. temperaturethe reaction solution was cooled
  3. washwashed with 5% aqueous sodium carbonate solution and water in this order
  4. concentrationThe organic layer was concentrated under reduced pressure

Sources & evidence

ORD record
ord-04cc24177625414d9b30bde1c937c684
Source dataset
uspto-grants-1993_08
Patent number
US05235068

Reaction notes

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