HCID 19389044, compound → HCID 19389086, compound

HRID 1757792Notes

Reaction equation

HRID 1757792 reaction equation
C1(C[O:8][C:9](=[O:49])[CH2:10][N:11]([C:23]2[CH:28]=[C:27]([CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH3:38])[CH:26]=[C:25]([CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][CH3:48])[CH:24]=2)[CH2:12][C:13]([O:15]CC2C=CC=CC=2)=[O:14])C=CC=CC=1>[Pd].C1COCC1>[C:9]([CH2:10][N:11]([C:23]1[CH:24]=[C:25]([CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][CH3:48])[CH:26]=[C:27]([CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH3:38])[CH:28]=1)[CH2:12][C:13]([OH:15])=[O:14])([OH:49])=[O:8]

Participants

4

Reactant 1

HCID 19389044HCID 19389044, compound

Product 1

HCID 19389086HCID 19389086, compoundYield 81.3%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 1.65 g of N-(3,5-didecylphenyl)-N-[2-(phenylmethoxy)-2-oxoethyl]glycine phenylmethylester and 0.5 g of 10% palladium on carbon in 100 ml of THF was shaken under an initial hydrogen pressure of 53 psi for 5 hours. The catalyst wasremoved by filtration and the filtrate was concentrated at reduced pressureto a solid which was recrystallized from methanol-water to give 0.98 g (81%yield, mp 78°-81°) of N-(carboxymethyl)-N-(3,5-didecylphenyl)glycine.

Workup

  1. filtrationThe catalyst wasremoved by filtration
  2. concentrationthe filtrate was concentrated at reduced pressureto a solid which
  3. customwas recrystallized from methanol-water

Sources & evidence

ORD record
ord-c3f99d364e064410b4380c3469e2121c
Source dataset
uspto-grants-1995_08
Patent number
US05446189

Reaction notes

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