반응 #322315

반응 방정식

7-Trimethylstannyl-1-(4-methyl-1-piperazinyl)-naphthalene

benzoyl chloride

ammonium chloride

→

7-Benzoyl-1-(4-methyl-1-piperazinyl)naphthalene

용매

chloroform

chloroform

반응 조건

후처리

1. 1
   온도heated to 60° to 65° C. for 15 minutes
2. 2
   기타Phases were separated
3. 3
   세척the organic layer was washed with brine
4. 4
   건조dried over magnesium sulfate
5. 5
   농축concentrated to a milky oil
6. 6
   기타The oil was purified by flash chromatography on silica gel (1×6 inches)
7. 7
   세척the product eluting with 5% methanol/ethyl acetate as a yellow oil (0.07 g, 79%)
8. 8
   기타The oil was crystallized from ether
9. 9
   기타to obtain a bright yellow solid

실험 절차

7-Trimethylstannyl-1-(4-methyl-1-piperazinyl)-naphthalene (0.1 g, 0.27 mmol), benzoyl chloride (0.031 mL, 0.27 mmol) and bis (acetonitrile) palladium chloride (0.007 g, 0.027 mmol) were combined in chloroform (5 mL) and heated to 60° to 65° C. for 15 minutes. The reaction was cooled to room temperature and saturated aqueous ammonium chloride (10 mL) and chloroform (10 mL) were added, Phases were separated and the organic layer was washed with brine, dried over magnesium sulfate, and concentrated to a milky oil. The oil was purified by flash chromatography on silica gel (1×6 inches), the product eluting with 5% methanol/ethyl acetate as a yellow oil (0.07 g, 79%). The oil was crystallized from ether to obtain a bright yellow solid: mp 124°-124.5° C. Analysis calculated for C22H22N2O: C, 79.97; H, 6.71; N, 8.48. Found: C, 79.74; H, 6.69; N, 8.46.

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