HCID 54304399, compound → HCID 19004488, compound

HRID 2225684Notes

Reaction equation

HRID 2225684 reaction equation
C[O:2][C:3](=[O:26])[C:4](=[O:25])[C:5]1[CH:10]=[CH:9][C:8]([O:11][CH2:12][CH2:13][O:14][C:15]2[C:24]3[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=3)[CH:18]=[CH:17][CH:16]=2)=[CH:7][CH:6]=1>CO.[OH-].[Na+]>[C:15]1([O:14][CH2:13][CH2:12][O:11][C:8]2[CH:9]=[CH:10][C:5]([C:4](=[O:25])[C:3]([OH:26])=[O:2])=[CH:6][CH:7]=2)[C:24]2[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=2)[CH:18]=[CH:17][CH:16]=1

Participants

4

Reactant 1

HCID 54304399HCID 54304399, compound

Product 1

HCID 19004488HCID 19004488, compoundYield 80.4%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 14798Sodium HydroxideSolvent

Procedure

A mixture of 4-[[2-(1-naphthalenyloxy)ethyl]oxy]-alpha-oxobenzeneacetic acid methyl ester (0.7 g) in methanol and 0.5N sodium hydroxide (6 mL) was treated as in Example 19. Extraction with dichloromethane provided material which was crystallized from dichloro-methane-diethyl ether to give 0.54 g of colorless 4-[[2-(1-naphthalenyloxy) ethyl]oxy]-alpha-oxobenzeneacetic acid, mp 124°-125° C. after drying over phosphorus pentoxide at 60° C. and 0.1 mm.

Workup

  1. additionwas treated as in Example 19
  2. extractionExtraction with dichloromethane provided material which
  3. customwas crystallized from dichloro-methane-diethyl ether

Sources & evidence

ORD record
ord-5cb26d43f0bd479d992cd4d0817397e8
Source dataset
uspto-grants-1994_09
Patent number
US05344843

Reaction notes

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