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HRID 473054作成日:2026年10月27日

Triethylamine → (E)-5-(2-(phenylsulfonyl)vinyl)-1H-indole

https://huagongshe.com/reaction/473054

反応式

関与物質

役割名称HCID仕込み量
反応物TriethylamineHCID 8471—
反応物5-BromoindoleHCID 24905—
反応物Phenyl vinyl sulfoneHCID 79664—
反応物Tri-o-tolylphosphineHCID 80271—
触媒palladium(II) acetateHCID 167845—
溶媒DimethylformamideHCID 6228—
溶媒DichloromethaneHCID 6344—
生成物(E)-5-(2-(phenylsulfonyl)vinyl)-1H-indoleHCID 1552156085%

反応手順

A solution of 5-bromoindole (5.0 g, 25.5 mmol), phenylvinylsulfone (7.50 g, 44.64 mmol), Pd(OAc)2 (0.46 g, 2.05 mmol), tri-O-tolylphosphine (1.55 g, 5.10 mmol) and triethylamine (4.88 g, 48.46 mmol) was heated to 95-105° C. for 6-15 h in DMF. The reaction mixture was cooled to RT, diluted with dichloromethane and filtered over a bed of filter aid. The filtrate was sequentially washed with water and brine, and dried over sodium sulphate. The organic layer was concentrated under vacuum and the product precipitated from dichloromethane and hexane as a solid in about 85-90% yield.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08633239B2
出典データセットuspto-grants-2014_01
ORD IDord-6becbcf7f69841c2875688099706b4fb
出典メモuspto-grants-2014_01