Sodium Hydroxide → HCID 19389115, compound

HRID 1110307Notes

Reaction equation

HRID 1110307 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 17.0 ml (17.9 mmol) of 1 N NaOH in 125 ml of methanol was kept at room temperature for 18 hours. The solvent was removed, water was added to the residue and the pH was adjusted to 2 with 6 N 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-569896bb3d3344d1a35b7576be4381c8
Source dataset
uspto-grants-1994_06
Patent number
US05324747

Reaction notes

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