Glycine → N-Heptanoylglycine

HRID 648613Notes

Reaction equation

HRID 648613 reaction equation
[NH2:1][CH2:2][C:3]([OH:5])=[O:4].[C:6](Cl)(=[O:13])[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12].[OH-].[Na+]>O.CCOCC>[C:6]([NH:1][CH2:2][C:3]([OH:5])=[O:4])(=[O:13])[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12]

Participants

6

Reactant 3

HCID 750GlycineHCID 14798Sodium HydroxideHCID 17313Heptanoyl chloride

Product 1

HCID 10932172N-HeptanoylglycineYield 72.4%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 3283Diethyl EtherSolvent

Procedure

Glycine (1.5 g, 20 mmol) and heptanoyl chloride (22 mmol) were reacted in the presence of NaOH (40 mmol) in a mixture of water and ether using the method described in Example 5. The crude product was recrystallized from EtOAc (30 ml) to give title compound (2.71 g, 72%), m.p. 98°-100° C.

Workup

  1. customThe crude product was recrystallized from EtOAc (30 ml)

Sources & evidence

ORD record
ord-8ebb2fad06dc4efd850a555122c60729
Source dataset
uspto-grants-1988_04
Patent number
US04735962

Reaction notes

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