Hydrochloric Acid → N-Lauroylglycine

HRID 1417865

Reaction equation

HRID 1417865 reaction equation
[NH2:1][CH2:2][C:3]([OH:5])=[O:4].[OH-].[Na+].[C:8](Cl)(=[O:20])[CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH3:19].Cl>CCOCC>[C:8]([NH:1][CH2:2][C:3]([OH:5])=[O:4])(=[O:20])[CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH3:19]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 750GlycineHCID 8166Dodecanoyl chlorideHCID 14798Sodium Hydroxide2×

Product 1

HCID 346152N-LauroylglycineYield 84.7%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

To a solution of glycine in a 1 N-sodium hydroxide, an ether solution of n-dodecanoyl chloride and a 1 N-aqueous solution of sodium hydroxide were dropped simultaneously and the mixture was stirred for 1 hour. The reaction mixture was then neutralized with hydrochloric acid and ether was removed from the solution. N-n-dodecanoylglycine was obtained from the remaining reactant after the purification by column chromatography with the yield of 84.7%. The melting point of the product was 115.5° to 116.7° C.

Workup

  1. customwas removed from the solution

Sources & evidence

ORD record
ord-d6b841397c0148dcaa9c544bff0e866c
Source dataset
uspto-grants-1999_03
Patent number
USRE036138

Linked notes

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