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6,7-Dimethoxy-1-methyl-3,4-dihydroisoquinoline hydrochloride → 6,7-Dimethoxy-1-methyl-1,2,3,4-tetrahydroisoquinoline
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 6,7-Dimethoxy-1-methyl-3,4-dihydroisoquinoline hydrochloride | HCID 12327303 | — |
| 触媒 | Palladium | HCID 23938 | — |
| 溶媒 | Methanol | HCID 887 | — |
| 生成物 | 6,7-Dimethoxy-1-methyl-1,2,3,4-tetrahydroisoquinoline | HCID 10302 | 70% |
反応手順
A solution of 3,4-dihydro-6,7-dimethoxy-1-methylisoquinoline hydrochloride (58.4 g, 0.24 m) in 1 liter of methanol and 5% Pd/C (5 g) were combined under nitrogen in a pressure bottle and the mixture hydrogenated at 40 psi and ambient temperature on a Parr apparatus for 18 hr. The catalyst was removed by filtration and the solvent evaporated. The residue was dissolved in H2O (1 liter), basified to pH 11 with 50% NaOH and extracted with CHCl3 (3×300 ml). The extracts were dried over MgSO4 and evaporated to dryness (aspirator, then high vacuum) to give 1,2,3,4-tetrahydro-6,7-dimethoxy-1-methylisoquinoline, 35.2 g (70% yield).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US04766131 |
| 出典データセット | uspto-grants-1988_08 |
| ORD ID | ord-ac8f811fc9be49ed9ee94149cbb94b0a |
| 出典メモ | uspto-grants-1988_08 |