تفاعل #543541

ord-db9272fcc54841b88676ea04e0f46721

معادلة التفاعل

CC(C)=CCCN1C(=O)c2ccccc2C1=O
4-methyl-1-(phthalimido)-3-pentene
CC(C)CCON=O
isoamyl nitrite
Cl
hydrochloric acid
CC(C)(Cl)C(CCN1C(=O)c2ccccc2C1=O)N=O
4-Chloro-4-methyl-1-(phthalimido)-3-nitrosopentane

الكواشف

لا شيء

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةThe reaction mixture was maintained below 5° C. during the addition
  2. 2
    workup.STIRRINGstirred at 5° C. for an additional 2 h
  3. 3
    أخرىThe solid formed
  4. 4
    ترشيحwas filtered
  5. 5
    غسيلwashed with cold ether:ethanol (3:1, 150 mL)
  6. 6
    أخرىdried
  7. 7
    أخرىIt was crystallized from acetonitrile

الإجراء التجريبي

To a cooled (0-5° C.) solution of 4-methyl-1-(phthalimido)-3-pentene (5.0 g, 0.022 mol) and isoamyl nitrite (13.0 g, 15 mL, 0.11 mol) was added concentrated hydrochloric acid (4.0 mL, 0.04 mol) with stirring. The reaction mixture was maintained below 5° C. during the addition and stirred at 5° C. for an additional 2 h. The solid formed was filtered and washed with cold ether:ethanol (3:1, 150 mL) and dried. Yield: 4.72 g (72.8%). It was crystallized from acetonitrile. mp 140-141° C. MS: (M+H)+=296.0.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07186397B2uspto-grants-2007_03