2-Acetylbutyrolactone → HCID 136347822, compound

HRID 2222282Notes

Reaction equation

HRID 2222282 reaction equation
S(O)(O)(=O)=O.[CH3:6][O:7][C:8](=[NH:10])[NH2:9].[OH-].[Ca+2].[OH-].[C:14]([CH:17]1[CH2:22][CH2:21][O:20][C:18]1=[O:19])(=O)[CH3:15]>O.C(O)C>[CH3:6][O:7][C:8]1[NH:9][C:18](=[O:19])[C:17]([CH2:22][CH2:21][OH:20])=[C:14]([CH3:15])[N:10]=1

Participants

6

Reactant 3

HCID 106012-AcetylbutyrolactoneHCID 169039Carbamimidic acid, methyl ester, sulfate (1:1)HCID 6093208Calcium Hydroxide

Product 1

HCID 136347822HCID 136347822, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

To a solution of O-methylisourea hydrogen sulfate (17.2 g, 0.1 mol) in water (90 ml) was added calcium hydroxide (8.14 g, 0.11 mol) followed by a solution of 2-acetylbutyrolactone (10.7 ml, 0.1 mol) in ethanol (70 ml). The mixture was stirred at room temperature for two days, filtered and washed with ethanol. The filtrate was concentrated in vaccuum and purified by flash chromatografy (dichloromethane/methanol=95/5). Yield 2.6 g (14%) of a white solid.

Workup

  1. filtrationfiltered
  2. washwashed with ethanol
  3. concentrationThe filtrate was concentrated in vaccuum
  4. custompurified by flash chromatografy (dichloromethane/methanol=95/5)

Sources & evidence

ORD record
ord-4bed4e2ca65440469c8fdc042a619c3f
Source dataset
uspto-grants-2008_05
Patent number
US07371769B2

Reaction notes

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