Hydrochloric Acid → HCID 14648350, compound

HRID 1393858Notes

Reaction equation

HRID 1393858 reaction equation
[CH2:1]([O:9][C:10]1[CH:11]=[C:12]([CH2:25][C:26]([O:28]C)=[O:27])[CH:13]=[CH:14][C:15]=1[O:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH3:24])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8].Cl>CO.O1CCCC1.[OH-].[K+]>[CH2:1]([O:9][C:10]1[CH:11]=[C:12]([CH2:25][C:26]([OH:28])=[O:27])[CH:13]=[CH:14][C:15]=1[O:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH3:24])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8]

Participants

6

Reactant 2

HCID 313Hydrochloric AcidHCID 22938281HCID 22938281, compound

Product 1

HCID 14648350HCID 14648350, compoundYield 103.6%

Reagents, catalysts & solvents 3

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolventHCID 14797Potassium HydroxideSolvent

Procedure

Methyl 2-[3,4-bis(octyloxy)phenyl]acetate (3.94 g, 9.69 mmol) was dissolved in a mixture of methanol (30 ml) and tetrahydrofuran (30 ml), and 1N potassium hydroxide (19 ml) was added thereto. After being refluxed for 3 hours, the mixture was acidified with 3N hydrochloric acid, and then extracted with ethyl acetate. The organic layer was washed with saturated brine and dried over MgSO4, and then the solvent was evaporated out, to give 2-[3,4-bis(octyloxy)phenyl]acetic acid (3.94 g, 89%).

Workup

  1. additionwas added
  2. temperatureAfter being refluxed for 3 hours
  3. extractionextracted with ethyl acetate
  4. washThe organic layer was washed with saturated brine
  5. dry with materialdried over MgSO4
  6. customthe solvent was evaporated out

Sources & evidence

ORD record
ord-d7969ea121d2454cbb1e8d5e88f2d421
Source dataset
uspto-grants-2008_03
Patent number
US07348017B2

Reaction notes

Loading…