Hydrochloric Acid → HCID 72516194, compound

HRID 1836458Notes

Reaction equation

HRID 1836458 reaction equation
[CH2:1]([N:8]([O:20][CH3:21])[C:9](=[O:19])[CH:10]=[C:11]1[C:15](=[O:16])[O:14]C(C)(C)[O:12]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[Na+].Cl>O1CCCC1>[CH2:1]([N:8]([O:20][CH3:21])[C:9]([CH:10]=[C:11]([OH:12])[C:15]([OH:16])=[O:14])=[O:19])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 74058484HCID 74058484, compound

Product 1

HCID 72516194HCID 72516194, compoundYield 95.5%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of N-benzyl-2-(2,2-dimethyl-5-oxo-[1,3]-dioxolan-4-ylidene)-N-methoxy-acetamide (0.267 g, 0.917 mmol) in tetrahydrofuran (10 ml) was treated at 22° C. with 2 ml (2 mmol) of 1 M aqueous sodium hydroxide. After 1 h, the reaction mixture was acidified with 1N hydrochloric acid and extracted with ethyl acetate. The organic phase was washed with brine, dried (magnesium sulfate) and the solvent evaporated in vacuo to give 0.220 g (95% yield) of the title material as a white solid. 1HNMR 400 MHz (CDCl3) δ (ppm) : 3.70 (3H, s), 4.85 (2H, s), 6.57 (1H, s), 7.32-7.37 (5H, m).

Workup

  1. extractionextracted with ethyl acetate
  2. washThe organic phase was washed with brine
  3. dry with materialdried (magnesium sulfate)
  4. customthe solvent evaporated in vacuo

Sources & evidence

ORD record
ord-82b51161f6674a5babda408a1ad06038
Source dataset
uspto-grants-2004_08
Patent number
US06777440B2

Reaction notes

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