Sodium Hydroxide → HCID 18951534, compound

HRID 1492828Notes

Reaction equation

HRID 1492828 reaction equation
C[O:2][C:3](=[O:30])[C:4]1[CH:9]=[C:8]([O:10][CH2:11][CH2:12][CH2:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH:7]=[C:6]([O:20][CH2:21][CH2:22][CH2:23][C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[CH:5]=1.[OH-].[Na+]>CO.O1CCOCC1>[C:24]1([CH2:23][CH2:22][CH2:21][O:20][C:6]2[CH:5]=[C:4]([CH:9]=[C:8]([O:10][CH2:11][CH2:12][CH2:13][C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[CH:7]=2)[C:3]([OH:30])=[O:2])[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 54033222HCID 54033222, compound

Product 1

HCID 18951534HCID 18951534, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 312751,4-DioxaneSolvent

Procedure

A solution of 3.0 g (7.4 mmol) of 3,5-bis(3-phenylpropoxy)benzoic acid methyl ester and 15 mL (15 mmol) of 1N NaOH in 100 mL of methanol and 40 mL of dioxane was stirred at reflux for 16 hours. The solvents were removed at reduced pressure, the residue was acidified and the product was extracted with ethyl acetate. The dried extract was concentrated to an oil which was crystallized from methanol-water to give 2.56 g, mp 107°-109°) of 3,5-bis(3-phenyl-propoxy)benzoic acid.

Workup

  1. temperatureat reflux for 16 hours
  2. customThe solvents were removed at reduced pressure
  3. extractionthe product was extracted with ethyl acetate
  4. extractionThe dried extract
  5. concentrationwas concentrated to an oil which
  6. customwas crystallized from methanol-water

Sources & evidence

ORD record
ord-d5517762e5f746b593c367b0dd1ef9cf
Source dataset
uspto-grants-1994_12
Patent number
US05374772

Reaction notes

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