Sodium Bicarbonate → HCID 18357339, compound

HRID 563876Notes

Reaction equation

HRID 563876 reaction equation
C(=O)(O)[O-].[Na+].Cl.[CH:7]([N:10]([CH:30]([CH3:32])[CH3:31])[CH2:11][CH2:12][CH:13]([C:20]1[CH:25]=[C:24]([CH2:26][CH2:27][OH:28])[CH:23]=[CH:22][C:21]=1[OH:29])[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)([CH3:9])[CH3:8]>C(OCC)(=O)C>[CH:30]([N:10]([CH:7]([CH3:9])[CH3:8])[CH2:11][CH2:12][CH:13]([C:20]1[CH:25]=[C:24]([CH2:26][CH2:27][OH:28])[CH:23]=[CH:22][C:21]=1[OH:29])[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)([CH3:32])[CH3:31]

Participants

4

Reactant 2

HCID 516892Sodium BicarbonateHCID 18357338HCID 18357338, compound

Product 1

HCID 18357339HCID 18357339, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Aqueous sodium bicarbonate (165 mL) was added to a mixture of the HCl salt (Example 8, 16.5 g, 42.1 mmol, 1 equiv) in ethyl acetate (165 mL) and the mixture stirred for 1 hour. The phases were separated and the organic phase washed with water (195 mL), dried over magnesium sulphate and evaporated under reduced pressure to give the title compound as an oil containing ˜25% wt/wt ethyl acetate (14.6 g total, 11.03 g of title compound, 31 mmol, 74%).

Workup

  1. customThe phases were separated
  2. washthe organic phase washed with water (195 mL)
  3. dry with materialdried over magnesium sulphate
  4. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-2426aacd02f54e1298186414cd223ced
Source dataset
uspto-grants-2011_11
Patent number
US08067594B2

Reaction notes

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