Sodium Hydroxide → 2-[N-(3-Carboxypropyl)-isobutyramido]-4-methyloxazole

HRID 26493Notes

Reaction equation

HRID 26493 reaction equation
[C:1]([CH2:6][CH2:7][CH2:8][N:9]([C:15]1[O:16][CH:17]=[C:18]([CH3:20])[N:19]=1)[C:10](=[O:14])[CH:11]([CH3:13])[CH3:12])([O:3]CC)=[O:2].[OH-].[Na+]>C(O)C>[C:1]([CH2:6][CH2:7][CH2:8][N:9]([C:15]1[O:16][CH:17]=[C:18]([CH3:20])[N:19]=1)[C:10](=[O:14])[CH:11]([CH3:13])[CH3:12])([OH:3])=[O:2]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 213236572[N-(3-carbethoxypropyl)-isobutyramido]-4-methyloxazole

Product 1

HCID 213236712-[N-(3-Carboxypropyl)-isobutyramido]-4-methyloxazoleYield 57.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 2[N-(3-carbethoxypropyl)-isobutyramido]-4-methyloxazole (9.9 g., 0.035 mol.) prepared in a manner similar to that described in Example 44 was dissolved in ethanol (100 ml.) and N NaOH solution (35 ml.) and the solution was stirred for 20 hours at ambient temperature. The solution was evaporated and the residue was dissolved in water, washed with ether, acidified and extracted with ether. The extract was dried and evaporated and the residue was recrystallised from benzene-- petrol to give the product 5.1 g., m.p. 81°- 82° C.

Workup

  1. customThe solution was evaporated
  2. dissolutionthe residue was dissolved in water
  3. washwashed with ether
  4. extractionextracted with ether
  5. customThe extract was dried
  6. customevaporated
  7. customthe residue was recrystallised from benzene-- petrol

Sources & evidence

ORD record
ord-31d1524c6d344960a649fea493767c04
Source dataset
uspto-grants-1979_04
Patent number
US04150143

Reaction notes

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