تفاعل #966162

ord-9213c032f6a4439a8c1a64aede33570e

معادلة التفاعل

O=Cc1ccc2cc[nH]c2c1
indole-6-carboxaldehyde
O=C([O-])[O-].[K+].[K+]
potassium carbonate
Cc1cccc(C)c1CCl
2,6-dimethylbenzyl chloride
Cc1cccc(C)c1Cn1ccc2ccc(C=O)cc21
titled compound
المردود 89.3%
Cc1cccc(C)c1Cn1ccc2ccc(C=O)cc21
1-(2,6-dimethylbenzyl)-1H-indole-6-carbaldehyde
المردود 89.3%

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىirradiation at 160° C. for 30 minutes
  2. 2
    أخرىThe reaction mixture was quenched with water
  3. 3
    استخلاصextracted with ethyl acetate
  4. 4
    تجفيفThe obtained organic layer was dried over anhydrous sodium sulfate
  5. 5
    ترشيحfiltered
  6. 6
    تركيزthe filtrate was concentrated under reduced pressure
  7. 7
    أخرىThe obtained residue was purified by silica gel column chromatography

الإجراء التجريبي

To a solution of indole-6-carboxaldehyde (457 mg) in N,N-dimethylformamide (5 mL) were added potassium carbonate (936 mg) and 2,6-dimethylbenzyl chloride (752 mg) at room temperature, and then the reaction mixture was subjected to microwave irradiation at 160° C. for 30 minutes. The reaction mixture was quenched with water, and extracted with ethyl acetate. The obtained organic layer was dried over anhydrous sodium sulfate, filtered, and the filtrate was concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography to give the titled compound (740 mg) as a yellow solid.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08987473B2uspto-grants-2015_03