2-(4-Chlorobutyramido)-4-methyloxazole → 1-(4-Methyloxazol-2-yl)-2-pyrrolidone

HRID 1112386Notes

Reaction equation

HRID 1112386 reaction equation
Cl[CH2:2][CH2:3][CH2:4][C:5]([NH:7][C:8]1[O:9][CH:10]=[C:11]([CH3:13])[N:12]=1)=[O:6]>C1C=CC=CC=1>[CH3:13][C:11]1[N:12]=[C:8]([N:7]2[CH2:2][CH2:3][CH2:4][C:5]2=[O:6])[O:9][CH:10]=1

Participants

3

Reactant 1

HCID 213236452-(4-Chlorobutyramido)-4-methyloxazole

Product 1

HCID 213236981-(4-Methyloxazol-2-yl)-2-pyrrolidoneYield 41.57%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent2×

Procedure

2-(4-Chlorobutyramido)-4-methyloxazole (2.20 g., 0.0108 mol) prepared as described in Example 36 was dissolved with stirring under nitrogen in dry benzene (350 mls.) and 1:5-diazobicyclo[4,3,0]non-5-ene (1.47 g., 0.0118 mol) in dry benzene (50 mls.) was added with stirring over 10 minutes. The mixture was stirred at room temperature, wrapped in foil overnight. The organic layer was washed with water (3 × 100 mls.) dried over magnesium sulphate and evaporated under vacuum. The product was recrystallised from ethyl acetate/hexane. Wt. = 0.75 g. m.p. 116° C (Yield = 41.57%).

Workup

  1. dissolutionwas dissolved
  2. stirringThe mixture was stirred at room temperature
  3. customwrapped in foil overnight
  4. washThe organic layer was washed with water (3 × 100 mls.)
  5. dry with materialdried over magnesium sulphate
  6. customevaporated under vacuum
  7. customThe product was recrystallised from ethyl acetate/hexane

Sources & evidence

ORD record
ord-d2b1a880491b4c1ba2cf56eb649fde6a
Source dataset
uspto-grants-1978_10
Patent number
US04122183

Reaction notes

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