Acetic Acid → HCID 67094349, compound

HRID 1881194Notes

Reaction equation

HRID 1881194 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[O:7][C:8]2[CH:14]=[C:13]([O:15]CC3C=CC=CC=3)[C:12]([O:23][CH3:24])=[CH:11][C:9]=2[CH:10]=1)=[O:5])[CH3:2].C(O)(=O)C.Cl.[OH-].[Na+]>O>[CH2:1]([O:3][C:4]([C:6]1[O:7][C:8]2[CH:14]=[C:13]([OH:15])[C:12]([O:23][CH3:24])=[CH:11][C:9]=2[CH:10]=1)=[O:5])[CH3:2]

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 67094460HCID 67094460, compound

Product 1

HCID 67094349HCID 67094349, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

6-Benzyloxy-5-methoxybenzofuran-2-carboxylic acid ethyl ester (7.3 g), acetic acid (45 ml) and conc. HCl (24 ml) were stirred at 50° C. for 0.5 hour. Water was added and pH adjusted to 3 with NaOH. The mixture was extracted with ethyl acetate. Ethyl acetate was dried with Na2SO4 and evaporated to dryness. The product was recrystallized from toluene.

Workup

  1. extractionThe mixture was extracted with ethyl acetate
  2. dry with materialEthyl acetate was dried with Na2SO4
  3. customevaporated to dryness
  4. customThe product was recrystallized from toluene

Sources & evidence

ORD record
ord-547aba392768433cb61a0f4f2053ec94
Source dataset
uspto-grants-2012_11
Patent number
US08318785B2

Reaction notes

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