Hydrochloric Acid → HCID 19004513, compound

HRID 2225736Notes

Reaction equation

HRID 2225736 reaction equation
CC(C)(CC)C(=O)[O:4][CH2:5][C:6]1[CH:26]=[CH:25][CH:24]=[C:23]([CH3:27])[C:7]=1[O:8][CH2:9][CH2:10][O:11][C:12]1[CH:17]=[CH:16][C:15]([C:18](=[O:22])[C:19]([OH:21])=[O:20])=[CH:14][CH:13]=1.[OH-].[Na+].Cl>CO>[OH:4][CH2:5][C:6]1[CH:26]=[CH:25][CH:24]=[C:23]([CH3:27])[C:7]=1[O:8][CH2:9][CH2:10][O:11][C:12]1[CH:13]=[CH:14][C:15]([C:18](=[O:22])[C:19]([OH:21])=[O:20])=[CH:16][CH:17]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 19004273HCID 19004273, compound

Product 1

HCID 19004513HCID 19004513, compound

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 [2:1]hydrate (0.032 g) in methanol (10 mL) was added aqueous 1N sodium hydroxide (1.0 mL). After 18 hours at 40° C., the reaction was acidified with 1N hydrochloric acid (2 mL), then concentrated in vacuo to ~2 mL and extracted with dichloromethane. The organic extract was evaporated to provide 0.014 g of 4-[[2-[2-(hydroxymethyl)-6-methylphenoxy]ethyl]oxy]-alpha-oxobenzeneacetic acid as a white solid.

Workup

  1. concentrationconcentrated in vacuo to ~2 mL
  2. extractionextracted with dichloromethane
  3. extractionThe organic extract
  4. customwas evaporated

Sources & evidence

ORD record
ord-330b15a788784fa8a4b23f6d8b6f0f86
Source dataset
uspto-grants-1994_09
Patent number
US05344843

Reaction notes

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