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HRID 229716作成日:2026年10月26日

1-Dodecyne → 5-(Dodec-1-YN-1-YL)-2-hydroxybenzene-1,3-dicarbaldehyde

https://huagongshe.com/reaction/229716

反応式

関与物質

役割名称HCID仕込み量
反応物1-DodecyneHCID 69821—
反応物5-Bromo-2-hydroxybenzene-1,3-dicarbaldehydeHCID 5260206—
触媒HCID 178419050HCID 178419050—
溶媒AcetonitrileHCID 6342—
生成物5-(Dodec-1-YN-1-YL)-2-hydroxybenzene-1,3-dicarbaldehydeHCID 5971086546%

反応条件

温度80 °C

反応手順

2,6-Diformyl-4-bromophenol (2.50 g, 10.9 mmol), 1-dodecyne (2.00 g, 12.0 mmol), Cul (65 mg, 0.33 mmol), and bis(triphenylphosphine)palladium)II)dichloride were suspended in degassed acetonitrile (MeCN) (5 mL) and degassed benzene (1 mL). The yellow suspension was sparged with argon for 30 min and degassed Et3N (1 mL) was added. The resulting brown suspension was sealed in a pressure vial, warmed to 80° C. and held there for 12 h. The mixture was then partitioned between EtOAc and KHSO4 solution. The organic layer was separated, washed with brine, dried MgSO4) and concentrated under reduced pressure. The dark yellow oil was purified by column chromatography on silica gel (25% Et2O in hexanes) to give 1.56 g (46%) of the title compound.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US07563890B2
出典データセットuspto-grants-2009_07
ORD IDord-2fe543425c5d41608322a71ab1ccb910
出典メモuspto-grants-2009_07