Hydrochloric Acid → 1,1-Cyclohexanediacetic acid monoamide

HRID 130581Notes

Reaction equation

HRID 130581 reaction equation
[O:1]=[C:2]1[NH:7][C:6](=[O:8])[CH2:5][C:4]2([CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]2)[CH2:3]1.[OH-:14].[Na+].Cl>>[C:4]1([CH2:3][C:2]([OH:1])=[O:14])([CH2:5][C:6]([NH2:7])=[O:8])[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 143243-Azaspiro(5.5)undecane-2,4-dioneHCID 14798Sodium Hydroxide

Product 1

HCID 6656641,1-Cyclohexanediacetic acid monoamideYield 64.7%

Conditions

Temperature
25 °C

Procedure

9 g of 2,4-dioxo-3-azaspiro[5,5]undecane and 30 g of 10% NaOH are placed in a 250 ml flask equipped with mechanical agitator, thermometer and condenser. The mixture is heated under reflux for 1 hour, cooled to 25° C. and acidified with 36% HCl to pH 5. The precipitate formed is filtered off, washed with water and dried under vacuum. 6.4 g of cyclohexanediacetic acid monoamide are obtained.

Workup

  1. customequipped with mechanical agitator
  2. temperatureThe mixture is heated
  3. temperatureunder reflux for 1 hour
  4. customThe precipitate formed
  5. filtrationis filtered off
  6. washwashed with water
  7. customdried under vacuum

Sources & evidence

ORD record
ord-9471e4e251454c4a8102280b56656837
Source dataset
uspto-grants-2008_06
Patent number
US07381823B2

Reaction notes

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