Sarcosine → HCID 54274964, compound

HRID 2081922Notes

Reaction equation

HRID 2081922 reaction equation
[NH:1]([CH2:3][C:4]([OH:6])=[O:5])[CH3:2].[OH-].[Na+].[C:9]1([CH3:21])[CH:14]=[C:13]([CH3:15])[CH:12]=[C:11]([CH3:16])[C:10]=1[CH2:17][C:18](Cl)=[O:19]>O>[CH3:21][C:9]1[CH:14]=[C:13]([CH3:15])[CH:12]=[C:11]([CH3:16])[C:10]=1[CH2:17][C:18]([N:1]([CH2:3][C:4]([OH:6])=[O:5])[CH3:2])=[O:19]

Participants

5

Reactant 3

HCID 1088SarcosineHCID 14798Sodium Hydroxide2×HCID 110307542,4,6-Trimethylbenzeneacetyl chloride

Product 1

HCID 54274964HCID 54274964, compoundYield 99.3%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

11.25 g (0.15 mol) of sarcosine and 3 g (0.075 mol) of NaOH are dissolved in 210 ml of water. While cooking the solution in a water bath 9 g (0.225 mol) of NaOH, dissolved in 45 ml of water, and 29.6 g (0.15 mol) of mesityleneacetyl chloride are added synchronously dropwise, during which addition the temperature is kept at <40 ° C. After 1 hour the mixture is acidified with concentrated HCI at 0° to 20° C., filtered off and the filtrate is dried in vacuo over P2O5 at 70° C. 37.1 g (99.3 % of theory) of N-(2,4,6-trimethyl-phenyl-acetyl)-sarcosine of a melting point of 140° C. are obtained.

Workup

  1. customis kept at <40 ° C
  2. filtrationfiltered off
  3. dry with materialthe filtrate is dried in vacuo over P2O5 at 70° C

Sources & evidence

ORD record
ord-9838c19337a64ab0bb861892ccdf5634
Source dataset
uspto-grants-1993_02
Patent number
US05186737

Reaction notes

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