Water → HCID 10315754, compound

HRID 1647572Notes

Reaction equation

HRID 1647572 reaction equation
[CH2:1]([O:15][C:16]1[CH:17]=[C:18]([CH2:22][C:23]([O:25]C)=[O:24])[CH:19]=[CH:20][CH:21]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH3:14].[OH-].[K+].O>C(O)C>[CH2:1]([O:15][C:16]1[CH:17]=[C:18]([CH2:22][C:23]([OH:25])=[O:24])[CH:19]=[CH:20][CH:21]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH3:14]

Participants

5

Reactant 3

HCID 962WaterHCID 14797Potassium HydroxideHCID 10248114HCID 10248114, compound

Product 1

HCID 10315754HCID 10315754, compoundYield 81.7%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 40.5 g of 3-(tetradecyloxy)benzeneacetic acid, methyl ester, 18.8 g of potassium hydroxide, 15 ml of water and 300 ml of ethyl alcohol is refluxed for 4 hours. The solvent is removed and the residue partitioned between chloroform and dilute hydrochloric acid. The organic layer is dried and evaporated to a residue which is crystallized from carbon tetrachloride:hexane to give 31.8 g of the desired product as a white solid.

Workup

  1. temperatureis refluxed for 4 hours
  2. customThe solvent is removed
  3. customthe residue partitioned between chloroform and dilute hydrochloric acid
  4. customThe organic layer is dried
  5. customevaporated to a residue which
  6. customis crystallized from carbon tetrachloride

Sources & evidence

ORD record
ord-47c47c6533114bc8a13ed6d409c6fb72
Source dataset
uspto-grants-1995_07
Patent number
US05432189

Reaction notes

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