関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Pivalic acid | HCID 6417 | — |
| 反応物 | Potassium Carbonate | HCID 11430 | — |
| 反応物 | 5-(2-bromo-5-chlorobenzyloxy)-3,4-dihydronaphthalen-1(2H)-one | HCID 69673179 | — |
| 触媒 | Tris(4-fluorophenyl)phosphine | HCID 140387 | — |
| 触媒 | palladium(II) pivalate | HCID 24905427 | — |
| 溶媒 | Dimethylacetamide | HCID 31374 | — |
| 生成物 | 8-chloro-2,3,4,6-tetrahydro-1H-dibenzo[c,h]chromen-1-one | HCID 86688332 | 97.4% |
反応手順
To a flask containing palladium(II) pivalate (68 mg, 0.22 mmol), tri(4-fluorophenyl)phosphine (70 mg, 0.22 mmol), pivalic acid (135 mg, 1.3 mmol) and potassium carbonate (1.83 g, 13.1 mmol) was added a solution of 5-(2-bromo-5-chlorobenzyloxy)-3,4-dihydronaphthalen-1(2H)-one (1.61 g, 4.4 mmol) in dimethyacetamide (23 mL). The flask was evacuated and backfilled with argon 5 times and then stirred under argon at 60° C. for 24 hours. The reaction was poured directly onto a silica gel column and purified by flash column chromatography (hexanes/DCM) to yield 8-chloro-2,3,4,6-tetrahydro-1H-dibenzo[c,h]chromen-1-one (1.22 g, 97% yield) as an off-white solid.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US08921341B2 |
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| 出典データセット | uspto-grants-2014_12 |
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| ORD ID | ord-319a701b29b24c5580fdef94cf8c6809 |
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| 出典メモ | uspto-grants-2014_12 |
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