Water → HCID 9793894, compound

HRID 1169258Notes

Reaction equation

HRID 1169258 reaction equation
[NH:1]1[CH2:6][CH2:5][O:4][CH2:3][C:2]1=[O:7].[C:8](#[N:11])[CH2:9]O.[OH2:12]>>[C:8]([CH2:9][NH:1][CH2:6][CH2:5][O:4][CH2:3][C:2]([OH:7])=[O:12])#[N:11]

Participants

4

Procedure

In a 300 mL beaker was placed 5.78 g (57 mmol) of 3-morpholinone (I), 50% (w/w)sodium hydroxide (5.02 g, 63 mmol), 100 mL of water and a magnetic stir bar. The resulting solution was heated for 30 min at a gentle boil then cooled to room temperature. While the solution was stirring at room temperature, the glycolonitrile (40 percent aqueous, 8.13 g, 57 mmol) was added dropwise. The solution was stirred at room temperature for 1 h. at which time a 13C NMR indicated that the reaction was complete. 13C NMR (D2O): δ50.3, 53.4, 119.4, 179.7, 180.9 ppm.

Workup

  1. temperatureThe resulting solution was heated for 30 min at a gentle boil
  2. stirringThe solution was stirred at room temperature for 1 h. at which time a 13C NMR

Sources & evidence

ORD record
ord-929b1aa263b34593be9163eb49f63af8
Source dataset
uspto-grants-2003_09
Patent number
US06627772B2

Reaction notes

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