Hydrochloric Acid → 3-(4-Carboxybenzyloxy)benzamide

HRID 429157Notes

Reaction equation

HRID 429157 reaction equation
C([CH2:4][C:5]1[CH:21]=[CH:20][C:8]([CH2:9][O:10][C:11]2[CH:12]=[C:13]([CH:17]=[CH:18][CH:19]=2)[C:14]([NH2:16])=[O:15])=[CH:7][CH:6]=1)(O)=O.[OH-:22].[Na+].Cl.C[OH:26]>>[C:4]([C:5]1[CH:21]=[CH:20][C:8]([CH2:9][O:10][C:11]2[CH:12]=[C:13]([CH:17]=[CH:18][CH:19]=2)[C:14]([NH2:16])=[O:15])=[CH:7][CH:6]=1)([OH:26])=[O:22]

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 14798Sodium HydroxideHCID 183546083-(4-Carboxymethylbenzyloxy)benzamide

Product 1

HCID 183546253-(4-Carboxybenzyloxy)benzamide

Conditions

Temperature
40 °C

Procedure

To 3-(4-carboxymethylbenzyloxy)benzamide (Compound NU1041) (0.03 g; 0.1 mmol) was added methanol (3 ml) and aqueous sodium hydroxide (1M; 3 ml). This was warmed to 40° C., and the reaction monitored. Upon the disappearance of the starting material the solution was acidified (aqueous HCl dropwise), and extracted into ethyl acetate (3×30 ml). The organics were pooled, dried over magnesium sulphate, and the solvent removed under reduced pressure. This yielded a white crystalline solid.

Workup

  1. extractionextracted into ethyl acetate (3×30 ml)
  2. dry with materialdried over magnesium sulphate
  3. customthe solvent removed under reduced pressure
  4. customThis yielded a white crystalline solid

Sources & evidence

ORD record
ord-6b6adfc63820457791b75046f3fee7cb
Source dataset
uspto-grants-2001_11
Patent number
US06316455B1

Reaction notes

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