Sodium Hydroxide → HCID 19389115, compound

HRID 1757866Notes

Reaction equation

HRID 1757866 reaction equation
C[O:2][C:3](=[O:30])[CH2:4][N:5]([C:11]1[CH:16]=[CH:15][C:14]([C:17]([NH:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH3:29])=[O:18])=[CH:13][CH:12]=1)[CH2:6][C:7]([O:9]C)=[O:8].[OH-].[Na+]>CO>[C:3]([CH2:4][N:5]([C:11]1[CH:12]=[CH:13][C:14]([C:17]([NH:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH3:29])=[O:18])=[CH:15][CH:16]=1)[CH2:6][C:7]([OH:9])=[O:8])([OH:30])=[O:2]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 19388972HCID 19388972, compound

Product 1

HCID 19389115HCID 19389115, compoundYield 93%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 1.88 g (4.47 mmol) of N-[4-[(decylamino)carbonyl]phenyl]-N-(2-methoxy-2-oxoethyl)glycine methyl ester and 17.9 ml (17.9 mmol) of 1N NaOH in 125 ml of methanol was kept atroom temperature for 18 hours. The solvent was removed, water was added to the residue and the pH was adjusted to 2 with 6N HCl. The precipitate was filtered and recrystallized from methanol-water to give 1.63 g (93% yield,mp 155°-157°) of N-(carboxymethyl)-N-[4-[(decylamino)carbonyl]phenyl]glycine.

Workup

  1. customThe solvent was removed
  2. additionwater was added to the residue
  3. filtrationThe precipitate was filtered
  4. customrecrystallized from methanol-water

Sources & evidence

ORD record
ord-3bae0b8a6cf842c086a27ece69170584
Source dataset
uspto-grants-1995_08
Patent number
US05446189

Reaction notes

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