Glycine → Glycine, N-(1-oxooctyl)-

HRID 569936Notes

Reaction equation

HRID 569936 reaction equation
[NH2:1][CH2:2][C:3]([OH:5])=[O:4].[C:6](Cl)(=[O:14])[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH3:13].[OH-].[Na+]>O.CCOCC>[C:6]([NH:1][CH2:2][C:3]([OH:5])=[O:4])(=[O:14])[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH3:13]

Participants

6

Reactant 3

HCID 750GlycineHCID 8124Octanoyl chlorideHCID 14798Sodium Hydroxide

Product 1

HCID 84290Glycine, N-(1-oxooctyl)-Yield 28%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 3283Diethyl EtherSolvent

Procedure

Glycine (20 mmol) was reacted with octanoyl chloride (22 mmol) in the presence of NaOH (40 mmol) in a mixture of water and ether using the method described in Example 1 Part A. The crude crystalline product (3.06 g, 76%) was recrystallized from EtOAc (15 ml) to give the title compound (1.11 g, 28%), m.p. 105-107° C.

Workup

  1. customThe crude crystalline product (3.06 g, 76%) was recrystallized from EtOAc (15 ml)

Sources & evidence

ORD record
ord-eeecb37e08624d6b8376495ee75e597c
Source dataset
uspto-grants-1988_03
Patent number
US04734424

Reaction notes

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