반응 #43466

반응 방정식

compound 1I

1-Oxo-octahydrocyclopenta[c]pyrrol-4-yl benzoate

1J

2-Oxo-octahydrocyclopenta[b]pyrrol-4-yl benzoate

K3PO4

compound 1E

2-Chloro-4-Iodo-3-methylbenzonitrile

→

title compounds 1K

2-(3-Chloro-4-cyano-2-methylphenyl)-1-oxo-octahydrocyclopenta[c]-pyrrol-4-yl benzoate

1L

1-(3-Chloro-4-cyano-2-methylphenyl)-2-oxo-octahydrocyclopenta[b]-pyrrol-4-yl benzoate

용매

dioxane

반응 조건

후처리

1. 1
   기타The vial was sealed
2. 2
   온도cooled to RT
3. 3
   여과The solid was filtered off
4. 4
   농축filtrate was concentrated
5. 5
   기타Purification by silica gel chromatography (5% to 100% EtOAc in hexanes

실험 절차

To a vial containing mixtures of compound 1I and 1J (100 mg, 0.4 mmol) obtained from previous step in dioxane (1 mL) were added CuI (15.6 mg, 0.08 mmol), K3PO4 (174 mg, 0.82 mmol), 1,2-cyclohexyldiamine (4.7 mg, 0.08 mmol) and compound 1E (136 mg, 0.49 mmol). The vial was sealed, and heated at 110° C. for 14 hr, cooled to RT. The solid was filtered off, and filtrate was concentrated. Purification by silica gel chromatography (5% to 100% EtOAc in hexanes, then 10% methanol in EtOAc) provide the mixtures of title compounds 1K and 1L (total 98 mg) as a yellow oil. MS (ES) m/z 395 [M+H]+.

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