Hydrochloric Acid → HCID 19004370, compound

HRID 2225734Notes

Reaction equation

HRID 2225734 reaction equation
C[O:2][C:3](=[O:34])[C:4](=[O:33])[C:5]1[CH:10]=[CH:9][C:8]([O:11][CH2:12][CH2:13][O:14][C:15]2[CH:24]=[CH:23][C:22]3[C:17](=[C:18]([O:25][C:26](=[O:32])[C:27]([CH3:31])([CH3:30])[CH2:28][CH3:29])[CH:19]=[CH:20][CH:21]=3)[CH:16]=2)=[CH:7][CH:6]=1.[OH-].[Na+].Cl>CO>[CH3:30][C:27]([CH3:31])([CH2:28][CH3:29])[C:26](=[O:32])[O:25][C:18]1[CH:19]=[CH:20][CH:21]=[C:22]2[C:17]=1[CH:16]=[C:15]([O:14][CH2:13][CH2:12][O:11][C:8]1[CH:7]=[CH:6][C:5]([C:4](=[O:33])[C:3]([OH:34])=[O:2])=[CH:10][CH:9]=1)[CH:24]=[CH:23]2

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 54257849HCID 54257849, compound

Product 1

HCID 19004370HCID 19004370, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 4-[[2-[8-(2,2-dimethyl-1 -oxobutoxy)-2-naphthalenyloxy]ethyl]oxy]-alpha-oxobenzeneacetic acid methyl ester (0.3 g) in methanol (7 mL) was added aqueous 1N sodium hydroxide (1.35 mL). After 15 minutes, the reaction was acidified with 1N hydrochloric acid (2 mL) and extracted with dichloromethane. The organic layer was washed with brine and evaporated to provide 4-[[2-[8-(2,2-dimethyl-1-oxobutoxy)-2naphthalenyloxy]ethyl]oxy]-alpha-oxobenzeneacetic acid as a white solid, mp 167°-168° C.

Workup

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

Sources & evidence

ORD record
ord-61b8c64703434d31845d9c76793702c4
Source dataset
uspto-grants-1994_09
Patent number
US05344843

Reaction notes

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