Hydrochloric Acid → HCID 23113961, compound

HRID 2376322Notes

Reaction equation

HRID 2376322 reaction equation
[CH:1]([C:4]1[CH:27]=[CH:26][C:7]([CH2:8][C:9]2[C:23]([CH3:24])=[CH:22][C:21]([CH3:25])=[CH:20][C:10]=2[O:11][C:12]([CH3:19])([CH3:18])[C:13]([O:15]CC)=[O:14])=[CH:6][CH:5]=1)([CH3:3])[CH3:2].[OH-].[Na+].C1COCC1.Cl>CO>[CH:1]([C:4]1[CH:5]=[CH:6][C:7]([CH2:8][C:9]2[C:23]([CH3:24])=[CH:22][C:21]([CH3:25])=[CH:20][C:10]=2[O:11][C:12]([CH3:18])([CH3:19])[C:13]([OH:15])=[O:14])=[CH:26][CH:27]=1)([CH3:3])[CH3:2]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 8028TetrahydrofuranHCID 14798Sodium HydroxideHCID 23113950HCID 23113950, compound

Product 1

HCID 23113961HCID 23113961, compoundYield 91%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixed solution of ethyl 2-(2-(4-isopropylbenzyl)-3,5-dimethylphenoxy)-2-methylpropanoate obtained in Reference Example 153 (6.65 g, 18.1 mmol) and a 8 N aqueous sodium hydroxide solution (4.5 mL) in methanol (40 mL)-THF (20 mL) was stirred at room temperature for 16 hours. The reaction solution was acidified with hydrochloric acid, and the aqueous layer was extracted with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate, filtered, and then concentrated under reduced pressure to obtain 5.59 g (yield 91%) of the title compound. Oily matter.

Workup

  1. extractionthe aqueous layer was extracted with ethyl acetate
  2. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-9aeb6a355fe54eb0b63c4c137015a17d
Source dataset
uspto-grants-2008_12
Patent number
US07465815B2

Reaction notes

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