Methoxyacetone → HCID 86688304, compound

HRID 334081

Reaction equation

HRID 334081 reaction equation
[CH3:1][O:2][CH2:3][C:4](=O)[CH3:5].[CH2:7]([O:9][C:10](=[O:20])[CH2:11][NH:12][CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[CH3:8].C[Si]([C:25]#[N:26])(C)C>C(O)(=O)C>[CH2:7]([O:9][C:10](=[O:20])[CH2:11][N:12]([CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[C:4]([C:25]#[N:26])([CH3:5])[CH2:3][O:2][CH3:1])[CH3:8]

Participants

5

Reactant 3

HCID 22172MethoxyacetoneHCID 80908N-Benzylglycine ethyl esterHCID 82115Trimethylsilyl cyanide

Product 1

HCID 86688304HCID 86688304, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
80 °C

Procedure

To a mixture of 500 μL (5.43 mmol) methoxyacetone and 1.05 g (5.43 mmol) N-benzylglycine ethyl ester in 2.0 mL acetic acid was added 780 μl (6.18 mmol) trimethylsilyl cyanide dropwise. The resulting mixture was stirred at 80° C. for 30 min and then poured into ice water. The water was decanted and the oily residue was triturated with DIPE. The precipitate was filtered off and the solvent was washed with saturated aqueous NaHCO3 solution, dried over sodium sulfate, filtered and concentrated in vacuo.

Workup

  1. customThe water was decanted
  2. customthe oily residue was triturated with DIPE
  3. filtrationThe precipitate was filtered off
  4. washthe solvent was washed with saturated aqueous NaHCO3 solution
  5. dry with materialdried over sodium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-8ec03467cdcf4320a65d9f7ac1eee16f
Source dataset
uspto-grants-2014_11
Patent number
US08883789B2

Linked notes

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