Sodium Hydroxide → HCID 19388976, compound

HRID 1110268Notes

Reaction equation

HRID 1110268 reaction equation
C([O:4][C:5]1[CH:6]=[C:7]([N:30]([CH2:35][C:36]([OH:38])=[O:37])[CH2:31][C:32]([OH:34])=[O:33])[CH:8]=[C:9]([O:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH3:29])[CH:10]=1)(=O)C.[OH-].[Na+].OC1C=C(NCC(O)=O)C=C(OCCCCCCCCCCCCCCCCCC)C=1>O1CCOCC1.CO>[C:32]([CH2:31][N:30]([C:7]1[CH:8]=[C:9]([O:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH3:29])[CH:10]=[C:5]([OH:4])[CH:6]=1)[CH2:35][C:36]([OH:38])=[O:37])([OH:34])=[O:33]

Participants

6

Reactant 3

HCID 14798Sodium HydroxideHCID 21808267HCID 21808267, compoundHCID 86747960HCID 86747960, compound

Product 1

HCID 19388976HCID 19388976, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 312751,4-DioxaneSolvent

Procedure

To solution of 1.0 g (1.87 mmol) of N-[3-(acetyloxy)-5-(octadecyloxy)phenyl-N-(carboxymethyl)glycine in 30 ml of dioxane and 70 ml of methanol was added 1.6 mol (9.6 mmol) of 6N NaOH The solution was kept at room temperature for 60 hours. The solvent was removed at reduced pressure and the residue wa acidified with 3N HCl. The resultant solid was filtered to give 0.546 g, mp 143°-146°, of pure N-carboxymethyl)-N-[3-hydroxy-5-(octadecyloxy)phenyl]glycine.

Workup

  1. customThe solvent was removed at reduced pressure
  2. filtrationThe resultant solid was filtered
  3. customto give 0.546 g, mp 143°-146°

Sources & evidence

ORD record
ord-d1d8eb9d1d5d42029ef20716801df498
Source dataset
uspto-grants-1994_06
Patent number
US05324747

Reaction notes

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