Hydrochloric Acid → HCID 19004273, compound

HRID 2225735Notes

Reaction equation

HRID 2225735 reaction equation
C[O:2][C:3](=[O:32])[C:4](=[O:31])[C:5]1[CH:10]=[CH:9][C:8]([O:11][CH2:12][CH2:13][O:14][C:15]2[C:20]([CH3:21])=[CH:19][CH:18]=[CH:17][C:16]=2[CH2:22][O:23][C:24](=[O:30])[C:25]([CH3:29])([CH3:28])[CH2:26][CH3:27])=[CH:7][CH:6]=1.[OH-].[Na+].Cl>CO>[CH3:28][C:25]([CH3:29])([CH2:26][CH3:27])[C:24](=[O:30])[O:23][CH2:22][C:16]1[CH:17]=[CH:18][CH:19]=[C:20]([CH3:21])[C:15]=1[O:14][CH2:13][CH2:12][O:11][C:8]1[CH:9]=[CH:10][C:5]([C:4](=[O:31])[C:3]([OH:32])=[O:2])=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 67757010HCID 67757010, compound

Product 1

HCID 19004273HCID 19004273, compoundYield 87.6%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 4-[[2-[2-[(2,2-dimethyl-1 -oxobuyloxy)methyl]-6-methylphenoxy]ethyl]oxy]-alpha-oxobenzeneacetic acid methyl ester (0.554 g) in methanol (10 mL) was added aqueous 1N sodium hydroxide (2.5 mL). After 30 minutes at 50° C., the reaction was acidified with 1N hydrochloric acid (2 mL) and extracted with dichloromethane. The organic phase was washed with brine and evaporated to provide 0.47 g of 4-[[2-[2-[(2,2-dimethyl-1-oxobuyloxy) methyl]-6-methylphenoxy]ethyl]oxy]-alpha-oxobenzeneacetic acid (2:1) hydrate as a clear oil.

Workup

  1. extractionextracted with dichloromethane
  2. washThe organic phase was washed with brine
  3. customevaporated

Sources & evidence

ORD record
ord-c857a87562d34afe938e6664d5b5eea5
Source dataset
uspto-grants-1994_09
Patent number
US05344843

Reaction notes

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