Hydrochloric Acid → HCID 21528057, compound

HRID 1658621Notes

Reaction equation

HRID 1658621 reaction equation
[C:1]([C:4]1([O:10][CH2:9]1)[CH2:5][C:6]([OH:8])=[O:7])(=[O:3])[NH2:2].[OH-].[Na+].[C-:13]#[N:14].[Na+].Cl>O>[C:1]([C:4]([OH:10])([CH2:9][C:13]#[N:14])[CH2:5][C:6]([OH:8])=[O:7])(=[O:3])[NH2:2]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 8929Sodium CyanideHCID 14798Sodium HydroxideHCID 21528060HCID 21528060, compound

Product 1

HCID 21528057HCID 21528057, compoundYield 101%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

43.5 g (0.3 mol) of the 3-carbamoyl-3,4-epoxybutyric acid was placed in 150 ml of water and 50.2 ml of 5.98 M NaOH solution (0.3 mol) added at 15°C. The pH of the solution was 12.07. 16.2 g of NaCN (0.33 mol) dissolved in 50 ml of water was then added at 15°C. The pH changed to 12.28. The temperature was then raised to 33°-35°C over about 10 min. 6.73 N HCl (approximately 0.3 mol) was then added slowly to maintain the pH at 11. After 27 hrs. the solution was assayed by NMR analysis and showed a 101±2 percent yield of the 3-carbamoyl-3-hydroxy-4-cyanobutyric acid salt.

Workup

  1. additionwas then added at 15°C
  2. temperatureThe temperature was then raised to 33°-35°C over about 10 min
  3. temperatureto maintain the pH at 11

Sources & evidence

ORD record
ord-1925f2624fbb46c5bd44fb5989dea9c2
Source dataset
uspto-grants-1976_06
Patent number
US03965168

Reaction notes

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