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HRID 270161作成日:2026年10月26日

Hydrochloric Acid → Methyl (E)-3-(4'-hydroxy-[1,1'-biphenyl]-4-yl)acrylate

https://huagongshe.com/reaction/270161

反応式

関与物質

役割名称HCID仕込み量
反応物Hydrochloric AcidHCID 313—
反応物Methyl AcrylateHCID 7294—
反応物Ethyl AcetateHCID 8857—
反応物4-Bromo-4'-hydroxybiphenylHCID 95093—
触媒Tri-o-tolylphosphineHCID 80271—
触媒palladium(II) acetateHCID 167845—
溶媒TriethylamineHCID 8471—
生成物Methyl (E)-3-(4'-hydroxy-[1,1'-biphenyl]-4-yl)acrylateHCID 994301383.3%

反応手順

A mixture of 2 g (8.03 mmol) of 4-(4-bromophenyl)phenol, 1.1 g (12.8 mmol) of methyl acrylate, 18 mg (0.08 mmol) of Palladium acetate, and 94 mg (0.31 mmol) of tri-(o-tolyl)phosphine in 3.7 ml of triethylamine was refluxed for 6 hours. A further 6 mg of Palladium acetate and 30 mg of tri-(o-tolyl)phosphine were added and heated for an hour, then a further 30 mg of Palladium acetate and 94 mg di tri-(o-toluyl)phosphine were added and heated for 3.5 hours. Then the reaction was acidified with 6M HCl, ethyl acetate was added, and stirred for a time to dissolve the precipitate, the phases were separated, the organic phase dried over Na2SO4 and the solvent evaporated. The crude product (934 mg) was purified by taking up in hexane/ethyl ether and filtered off to give 1.7 g of the title product.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US07449495B2
出典データセットuspto-grants-2008_11
ORD IDord-8bcff28ad0e14b338a260eb9926ea3ba
出典メモuspto-grants-2008_11