Ammonium Hydroxide → HCID 178494698, compound

HRID 1724849Notes

Reaction equation

HRID 1724849 reaction equation
[CH3:1][O:2][C:3](=[O:18])[C:4](=[C:12](OC)[CH2:13][O:14][CH3:15])[C:5](=[O:11])[CH2:6][C:7](OC)=[O:8].[NH4+:19].[OH-]>CCO.O>[CH3:1][O:2][C:3](=[O:18])[C:4]1[C:5]([OH:11])=[CH:6][C:7]([OH:8])=[N:19][C:12]=1[CH2:13][O:14][CH3:15]

Participants

5

Reactant 2

HCID 14923Ammonium HydroxideHCID 765662492-(1,2-Dimethoxy-ethylidene)-3-oxo-pentanedioic acid dimethyl ester

Product 1

HCID 178494698HCID 178494698, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Conditions

Temperature
60 °C

Procedure

2-(1,2-Dimethoxy-ethylidene)-3-oxo-pentanedioic acid dimethyl ester (29.8 g, 115 mmol) is dissolved in a solution of EtOH (250 mL), water (250 mL) and concentrated NH4OH(aq) (30 mL). The mixture is heated to 60° C. for 5 hours. The reaction mixture is cooled to room temperature and the EtOH removed under reduced pressure. The remaining aqueous solution is cooled in an ice bath and acidified with concentrated hydrochloric acid, at which time a white precipitate appeared. The precipitate is collected and dried in a vacuum oven to yield the title compound.

Workup

  1. temperatureThe reaction mixture is cooled to room temperature
  2. customthe EtOH removed under reduced pressure
  3. temperatureThe remaining aqueous solution is cooled in an ice bath
  4. customThe precipitate is collected
  5. customdried in a vacuum oven

Sources & evidence

ORD record
ord-b5d2000652e4409ca2a6d063e5bd33cc
Source dataset
uspto-grants-2009_02
Patent number
US07488740B2

Reaction notes

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