تفاعل #2045053

ord-9b92a38367da4e5dae4008eaed0cc8ab

معادلة التفاعل

COC(=O)COc1ccc(NC(=O)CCCCCOCc2ccccc2)cc1
4-(6-Benzyloxyhexanoylamino)phenoxyacetic acid methyl ester
COC(=O)COc1ccc(NC(=O)CCCCCO)cc1
77
المردود 24.4%
COC(=O)COc1ccc(NC(=O)CCCCCO)cc1
4-(6-Hydroxyhexanoylamino)phenoxyacetic acid methyl ester
المردود 24.4%

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىCatalyst was removed by filtration
  2. 2
    workup.DISTILLATIONthe solvents were distilled off under vacuum
  3. 3
    أخرىCrude 77 was purified by column chromatography on silica gel

الإجراء التجريبي

4-(6-Benzyloxyhexanoylamino)phenoxyacetic acid methyl ester 76 (24 grams, 62.33 mmol) was dissolved in a mixture of methanol (200 ml) and dimethylformamide (50 ml) in a pressure vessel, palladium on carbon (5%, 15 g) was added and the mixture stirred under a hydrogen atm. (4 Kg) for 24 hrs. Catalyst was removed by filtration, and the solvents were distilled off under vacuum. Crude 77 was purified by column chromatography on silica gel using chloroform as eluant to get pure 77 (4.5 g, 24.4%) as a white powder. M.p: 87.5-90.4° C.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08409559B2uspto-grants-2013_04