Hydrochloric Acid → HCID 67128585, compound

HRID 1189406Notes

Reaction equation

HRID 1189406 reaction equation
N#N.C([O:5][C:6](=[O:20])[CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([C:14]2([CH3:19])[O:18][CH2:17][CH2:16][O:15]2)[CH:9]=1)C.[OH-].[Na+].Cl>C1COCC1>[CH3:19][C:14]1([C:10]2[CH:9]=[C:8]([CH2:7][C:6]([OH:20])=[O:5])[CH:13]=[CH:12][CH:11]=2)[O:18][CH2:17][CH2:16][O:15]1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 947NitrogenHCID 14798Sodium HydroxideHCID 67128437HCID 67128437, compound

Product 1

HCID 67128585HCID 67128585, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

In a flame dried round-bottomed flask equipped with a magnetic stir bar and under inert atmosphere (N2), a solution of [3-(2-methyl-[1,3]dioxolan-2-yl)-phenyl]-acetic acid ethyl ester (3.27 g, 13.07 mmol) in THF (131 mL) was treated at rt with 1N NaOH (64 mL, 64.00 mmol) and the reaction mixture was stirred for 1 h overnight. The reaction mixture was carefully acidified to pH 5-6 with 1N HCl and extracted twice with EA (200 mL). The combined org. extracts were dried over MgSO4, filtered, and the solvent was removed under reduced pressure to give the title compound as a brown solid. LC-MS-conditions 02: tR=0.79 min.

Workup

  1. extractionextracted twice with EA (200 mL)
  2. dry with materialextracts were dried over MgSO4
  3. filtrationfiltered
  4. customthe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-fbd0dd17b0804afa979ca199afc7cac2
Source dataset
uspto-grants-2014_03
Patent number
US08674111B2

Reaction notes

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