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Allyl bromide → 2-Formyl-3-hydroxy-5-methoxy-6-methylbenzoic acid allyl ester
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Allyl bromide | HCID 7841 | — |
| 反応物 | 1,1,3,3-Tetramethylguanidine | HCID 66460 | — |
| 反応物 | (RS)-3,4-dihydroxy-6-methoxy-7-methyl-1,3-dihydro-isobenzofuran-1-one | HCID 11160120 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 生成物 | 2-Formyl-3-hydroxy-5-methoxy-6-methylbenzoic acid allyl ester | HCID 53735263 | 74.6% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05594135 |
| 出典データセット | uspto-grants-1997_01 |
| ORD ID | ord-35165ccd92074d9f882603017b1eb95a |
| 出典メモ | uspto-grants-1997_01 |