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HRID 234206作成日:2026年10月27日

Allyl bromide → 2-Formyl-3-hydroxy-5-methoxy-6-methylbenzoic acid allyl ester

https://huagongshe.com/reaction/234206

反応式

関与物質

役割名称HCID仕込み量
反応物Allyl bromideHCID 7841—
反応物1,1,3,3-TetramethylguanidineHCID 66460—
反応物(RS)-3,4-dihydroxy-6-methoxy-7-methyl-1,3-dihydro-isobenzofuran-1-oneHCID 11160120—
溶媒DimethylformamideHCID 6228—
生成物2-Formyl-3-hydroxy-5-methoxy-6-methylbenzoic acid allyl esterHCID 5373526374.6%

反応手順

To a solution of 42.0 g of (RS)-3,4-dihydroxy-6-methoxy-7-methyl-1,3-dihydro-isobenzofuran-1-one in 11 of N,N-dimethylformamide were added 23.0 g of 1,1,3,3-tetramethylguanidine. The solution was stirred for 30 min and then, 48.4 g of allyl bromide were added and stirring was continued for 3 h. The mixture was evaporated in vacuo and the residue was dissolved in 0.7 l of ethyl acetate. The solution was washed with brine, dried over sodium sulfate, and the solvent was evaporated in vacuo. The solid residue was crystallized from tert-butyl methyl ether to give 37.3 g of 2-formyl-3-hydroxy-5-methoxy-6-methylbenzoic acid allyl ester as white crystals of m.p. 73°-74° C.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US05594135
出典データセットuspto-grants-1997_01
ORD IDord-35165ccd92074d9f882603017b1eb95a
出典メモuspto-grants-1997_01