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HRID 1412932作成日:2026年10月25日

Pivalic acid → 8-chloro-2,3,4,6-tetrahydro-1H-dibenzo[c,h]chromen-1-one

https://huagongshe.com/reaction/1412932

反応式

関与物質

役割名称HCID仕込み量
反応物Pivalic acidHCID 6417—
反応物Potassium CarbonateHCID 11430—
反応物5-(2-bromo-5-chlorobenzyloxy)-3,4-dihydronaphthalen-1(2H)-oneHCID 69673179—
触媒Tris(4-fluorophenyl)phosphineHCID 140387—
触媒palladium(II) pivalateHCID 24905427—
溶媒DimethylacetamideHCID 31374—
生成物8-chloro-2,3,4,6-tetrahydro-1H-dibenzo[c,h]chromen-1-oneHCID 8668833297.4%

反応条件

温度60 °C

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

DOI10.6084/m9.figshare.5104873.v1
特許番号US08921341B2
出典データセットuspto-grants-2014_12
ORD IDord-319a701b29b24c5580fdef94cf8c6809
出典メモuspto-grants-2014_12