Hydrochloric Acid → HCID 22827701, compound

HRID 2418299Notes

Reaction equation

HRID 2418299 reaction equation
C[O-].[Na+].[CH3:4][O:5][C:6](=[O:24])[C@H:7]([CH3:23])[N:8]([C:16](=[O:22])[CH2:17][O:18]C(=O)C)[C:9]1[C:13]([CH3:14])=[CH:12][S:11][C:10]=1[CH3:15].O.Cl>CO>[CH3:4][O:5][C:6](=[O:24])[C@H:7]([CH3:23])[N:8]([C:16](=[O:22])[CH2:17][OH:18])[C:9]1[C:13]([CH3:14])=[CH:12][S:11][C:10]=1[CH3:15]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 10942334Sodium MethoxideHCID 54293518HCID 54293518, compound

Product 1

HCID 22827701HCID 22827701, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

A solution of 5.4 g (0.1 mol) sodium methanolate in 50 ml dry methanol is slowly added to a mixture of 62.6 g (0.2 mol) N-(acetoxyacetyl)-N-(2,4-dimethylthien-3-yl)-alanine methylester (=Ex. 3.5) in 750 ml dry methanol with stirring. The mixture is stirred for two hours at room temperature, then freed of solvent in vacuo. The residue is poured into water and the pH adjusted to pH 2 with 2 N aqueous HCl. The product is extracted with CHCl3, the organic phase washed with water, dried over Na2SO4, and evaporated in vacuo to yield the title compound, m.p. 69°-70°.

Workup

  1. stirringThe mixture is stirred for two hours at room temperature
  2. extractionThe product is extracted with CHCl3
  3. washthe organic phase washed with water
  4. dry with materialdried over Na2SO4
  5. customevaporated in vacuo

Sources & evidence

ORD record
ord-e225c021bbe540048ec9c53de3bf9579
Source dataset
uspto-grants-1984_09
Patent number
US04472425

Reaction notes

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