Sodium Hydroxide → HCID 10824620, compound

HRID 1451079Notes

Reaction equation

HRID 1451079 reaction equation
[C:1]([NH:4][C:5]1[CH:10]=[CH:9][C:8]([C:11]([O:13][CH3:14])=[O:12])=[CH:7][C:6]=1[CH2:15][C:16]([O:18]CC)=[O:17])(=[O:3])[CH3:2].[OH-].[Na+]>CO>[C:1]([NH:4][C:5]1[CH:10]=[CH:9][C:8]([C:11]([O:13][CH3:14])=[O:12])=[CH:7][C:6]=1[CH2:15][C:16]([OH:18])=[O:17])(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 10564609HCID 10564609, compound

Product 1

HCID 10824620HCID 10824620, compoundYield 61%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a mixture of ethyl α-(2-acetylamino-5-methoxycarbonylphenyl)acetate (4.18 g, 0.015 mol) in methanol (60 mL), 1N sodium hydroxide (15.0 mL, 0.015 mol) was added over a period of 10 min. The mixture was stirred at room temperature for 1 h. After dilution with water (50 mL), the mixture was filtered and the filtrate neutralized with concentrated hydrochloric acid. The precipitate obtained was collected by filtration and washed with water. The cake was recrystallized from ethyl acetate and dried to give 2.3 g (61%) of α-(2-acetylamino-5-methoxycarbonylphenyl)acetic acid as a white solid, mp 194° C.

Workup

  1. additionwas added over a period of 10 min
  2. filtrationAfter dilution with water (50 mL), the mixture was filtered
  3. customThe precipitate obtained
  4. filtrationwas collected by filtration
  5. washwashed with water
  6. customThe cake was recrystallized from ethyl acetate
  7. customdried

Sources & evidence

ORD record
ord-03f539eba44449498cb7ecf4ad1e3705
Source dataset
uspto-grants-1997_02
Patent number
US05602277

Reaction notes

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