Glycine → HCID 14774522, compound

HRID 1087092Notes

Reaction equation

HRID 1087092 reaction equation
[NH2:1][CH2:2][C:3]([OH:5])=[O:4].[Cl:6][C:7]1([Cl:14])[CH2:9][C:8]1([CH3:13])[C:10](Cl)=[O:11]>[OH-].[Na+]>[Cl:6][C:7]1([Cl:14])[CH2:9][C:8]1([CH3:13])[C:10]([NH:1][CH2:2][C:3]([OH:5])=[O:4])=[O:11]

Participants

4

Reactant 2

HCID 750GlycineHCID 27581302,2-Dichloro-1-methyl-cyclopropanecarbonyl chloride

Product 1

HCID 14774522HCID 14774522, compoundYield 74%

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent2×

Procedure

2.0 g (0.027 mol) of glycine are dissolved in 7 ml of 4 N NaOH and 2,2-dichloro-1-methylcyclopropanecarbonyl chloride and 6.5 ml of 4 N NaOH solution are added in portions at 5 to 10° C., while cooling with ice, the pH being kept>8. The mixture is subsequently stirred for 30 minutes, the aqueous phase is extracted twice with ether and acidified to about pH 2 with 1 N HCl and the precipitate formed is filtered off with suction. After drying, 4.5 g (74% of theory) of N-(2,2-dichloro-1-methylcyclopropanoyl)-glycine of melting point 139-140° C. are obtained.

Workup

  1. temperaturewhile cooling with ice
  2. extractionthe aqueous phase is extracted twice with ether
  3. customthe precipitate formed
  4. filtrationis filtered off with suction
  5. customAfter drying

Sources & evidence

ORD record
ord-a2e20d1ecd974aae80292c9ddd1cb456
Source dataset
uspto-grants-1991_07
Patent number
US05034408

Reaction notes

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