Potassium Hydroxide → HCID 18364784, compound

HRID 380515Notes

Reaction equation

HRID 380515 reaction equation
C[O:2][C:3](=[O:13])[C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([CH3:10])[C:5]=1[CH2:11][CH3:12].[OH-].[K+]>CO>[CH2:11]([C:5]1[C:6]([CH3:10])=[CH:7][CH:8]=[CH:9][C:4]=1[C:3]([OH:13])=[O:2])[CH3:12]

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 18364729HCID 18364729, compound

Product 1

HCID 18364784HCID 18364784, compoundYield 99.8%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 0.1 g (0.58 mmol) of methyl-2-ethyl-3-methylbenzoate and 1.45 mL (1.45 mmol) of KOH (1M in H2O) in 2 mL of MeOH was stirred at 40° C. for 12 h. The reaction mixture was concentrated and dissolved in 20 mL of CH2Cl2. The pH was adjusted to pH=2-3 with 2N HCl and the aqueous layer was extracted with CH2Cl2. The combined organic fractions were dired over MgSO4, filtered and the filtrate was concentrated to give 0.095 gm of the title compound.

Workup

  1. concentrationThe reaction mixture was concentrated
  2. dissolutiondissolved in 20 mL of CH2Cl2
  3. extractionthe aqueous layer was extracted with CH2Cl2
  4. filtrationfiltered
  5. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-ef082de64c3a4c1083886be0eee24bd4
Source dataset
uspto-grants-2001_10
Patent number
US06303593B1

Reaction notes

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