Sodium Hydroxide → HCID 68448107, compound

HRID 2233186Notes

Reaction equation

HRID 2233186 reaction equation
C([O:4][CH2:5][C:6]1[N:22]=[CH:21][C:9]2[O:10][CH2:11][CH2:12][N:13]([C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15])[C:8]=2[CH:7]=1)(=O)C.[OH-].[Na+]>O1CCOCC1.O>[OH:4][CH2:5][C:6]1[N:22]=[CH:21][C:9]2[O:10][CH2:11][CH2:12][N:13]([C:14]([O:16][C:17]([CH3:18])([CH3:20])[CH3:19])=[O:15])[C:8]=2[CH:7]=1

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 68448655HCID 68448655, compound

Product 1

HCID 68448107HCID 68448107, compoundYield 108.5%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 312751,4-DioxaneSolvent

Procedure

A solution of 1,1-dimethylethyl 7-[(acetyloxy)methyl]-2,3-dihydro-1H-pyrido[3,4-b][1,4]oxazine-1-carboxylate (0.84 g, 2.7 mmol) in 1,4-dioxane (20 ml) and water (5 ml) was treated with 2M sodium hydroxide solution (2.72 ml, 5.4 mmol). After 0.5 hour the mixture was concentrated to a volume of 5 ml and then partitioned between ethyl acetate and water. The organic extract was dried and evaporated to afford a colourless oil (0.78 g, 105%).

Workup

  1. concentrationAfter 0.5 hour the mixture was concentrated to a volume of 5 ml
  2. custompartitioned between ethyl acetate and water
  3. extractionThe organic extract
  4. customwas dried
  5. customevaporated

Sources & evidence

ORD record
ord-ddffad758ff747f4ba78b8882715e28a
Source dataset
uspto-grants-2010_05
Patent number
US07709483B2

Reaction notes

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