Hydrochloric Acid → HCID 19004269, compound

HRID 2225668Notes

Reaction equation

HRID 2225668 reaction equation
C[O:2][C:3](=[O:28])[C:4](=[O:27])[C:5]1[CH:10]=[CH:9][C:8]([O:11][CH2:12][CH2:13][O:14][C:15]2[CH:20]=[C:19]([O:21][CH3:22])[C:18]([O:23][CH3:24])=[C:17]([O:25][CH3:26])[CH:16]=2)=[CH:7][CH:6]=1.Cl>CO.[OH-].[Na+]>[CH3:22][O:21][C:19]1[CH:20]=[C:15]([CH:16]=[C:17]([O:25][CH3:26])[C:18]=1[O:23][CH3:24])[O:14][CH2:13][CH2:12][O:11][C:8]1[CH:9]=[CH:10][C:5]([C:4](=[O:27])[C:3]([OH:28])=[O:2])=[CH:6][CH:7]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 54411931HCID 54411931, compound

Product 1

HCID 19004269HCID 19004269, compoundYield 72%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 14798Sodium HydroxideSolvent

Procedure

A mixture of 4-[[2-(3,4,5-trimethoxyphenoxy)ethyl]oxy]-alpha-oxobenzeneacetic acid methyl ester (0.9 g) in methanol and 0.5N sodium hydroxide (8 mL) was heated on the steam bath for 0.5 hours, chilled, and 2N hydrochloric acid (5 mL) added. The resulting solids were filtered, washed with water and then boiled in benzene to dry. Filtration, evaporation and crystallization from diethyl ether-hexane provided 0.625 g of colorless 4-[[2-(3,4,5-trimethoxyphenoxy)ethyl]oxy]-alpha-oxobenzeneacetic acid, mp 118°-119° C.

Workup

  1. temperaturewas heated on the steam bath for 0.5 hours
  2. temperaturechilled
  3. filtrationThe resulting solids were filtered
  4. washwashed with water
  5. customto dry
  6. filtrationFiltration, evaporation and crystallization from diethyl ether-hexane

Sources & evidence

ORD record
ord-f7d9907dcf304dd58d624280b4a7ae3b
Source dataset
uspto-grants-1994_09
Patent number
US05344843

Reaction notes

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