Hydrochloric Acid → 4-Methoxy-3-(2-morpholin-4-yl-ethoxy)benzoic acid

HRID 1983577Notes

Reaction equation

HRID 1983577 reaction equation
C[O:2][C:3](=[O:21])[C:4]1[CH:9]=[CH:8][C:7]([O:10][CH3:11])=[C:6]([O:12][CH2:13][CH2:14][N:15]2[CH2:20][CH2:19][O:18][CH2:17][CH2:16]2)[CH:5]=1.[OH-].[Li+].Cl>O1CCCC1.CO>[CH3:11][O:10][C:7]1[CH:8]=[CH:9][C:4]([C:3]([OH:21])=[O:2])=[CH:5][C:6]=1[O:12][CH2:13][CH2:14][N:15]1[CH2:20][CH2:19][O:18][CH2:17][CH2:16]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 688435604-Methoxy-3-(2-morpholin-4-yl-ethoxy)benzoic acid methyl ester

Product 1

HCID 186688554-Methoxy-3-(2-morpholin-4-yl-ethoxy)benzoic acid

Reagents, catalysts & solvents 1

HCID 21899815MeOH tetrahydrofuranSolvent

Procedure

To stirred solution of the product of step 1 (0.740 g, 2.5 1 mmol) in 1:1 tetrahydrofuran/methanol (20 mL) was added 1 N aqueous lithium hydroxide (5.0 mL, 5.0 mmol). The reaction was allowed to stir overnight and then treated with 1 N aqueous hydrochloric acid (5.0 mL, 5.0 mmol). The solution was concentrated with 1 N aqueous of crude product and sodium chloride as a tacky white solid. This material was used without further purification in the next step.

Workup

  1. concentrationThe solution was concentrated with 1 N aqueous of crude product and sodium chloride as a tacky white solid
  2. customThis material was used without further purification in the next step

Sources & evidence

ORD record
ord-607476cfdd7f4bfcaa59182bbd699ec3
Source dataset
uspto-grants-2009_06
Patent number
US07541466B2

Reaction notes

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