تفاعل #4889

ord-b804369893e54bd59770ee9a23839cc6

معادلة التفاعل

O=C(O)C[C@H](O)C(=O)O
(S)-malic acid
CN
methylamine
CN1C(=O)C[C@H](O)C1=O
(S)-3-Hydroxy-1-methyl-2,5-pyrrolidinedione

المتفاعلات

الكواشف

لا شيء

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىslowly rose to 50° C
  2. 2
    درجة الحرارةAfter 0.5 hr the stirred mixture was heated
  3. 3
    درجة الحرارةto reflux
  4. 4
    أخرىthe water was collected in a Dean-Stark trap for 48 hours
  5. 5
    أخرىA total of 93 ml of water was collected
  6. 6
    workup.ADDITIONThe toluene residue was treated with 300 ml of ethanol
  7. 7
    تركيزconcentrated on the rotary evaportor
  8. 8
    workup.DISTILLATIONThe residue was distilled
  9. 9
    أخرىThe yield of product obtained
  10. 10
    أخرى145°/0.5 mm

الإجراء التجريبي

To a stirred solution of 134 g (1 mole) of (S)-malic acid in 700 ml of toluene was added 97 ml of 40% aqueous methylamine. The temperature slowly rose to 50° C. After 0.5 hr the stirred mixture was heated to reflux and the water was collected in a Dean-Stark trap for 48 hours. A total of 93 ml of water was collected. The toluene residue was treated with 300 ml of ethanol and concentrated on the rotary evaportor. The residue was distilled. The yield of product obtained was 101 g (78%), b.p. 140°/2 mm; 145°/0.5 mm.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US04727152uspto-grants-1988_02