関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Triethylamine | HCID 8471 | — |
| 反応物 | 4-Isothiocyanatobenzoyl chloride | HCID 637654 | — |
| 反応物 | 1-(3-aminobutyl)-N,N-diethyl-D-lysergamide | HCID 22894552 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | 1-[[[(4-isothiocyanatophenyl)carbonyl]amino]butyl]-N,N-diethyl-D-lysergamide | HCID 22894554 | 62.2% |
反応手順
A solution of 370 mg (0.94 mmol) of 5 in 15 mL of dry THF was cooled to 0° C. and treated with a solution of 190 mg (0.96 mmol) of 6 in 5 mL of dry THF, stirred at 0° C. for 30 minutes and then at room temperature overnight. The reaction mixture was treated with 0.14 mL (1.0 mmol) of triethylamine and stirred at room temperature for 2 hours The reaction mixture was concentrated at reduced pressure. The residue was dissolved in methylene chloride, washed with H2O, dried over anhydrous sodium sulfate and concentrated at reduced pressure. The residue was chromatographed on 200 g of silica gel using 3% methanol in methylene chloride as eluent to yield 325 mg (62%) of 7 as a tan amorphous solid [α]D=+47.5° (c=0.91%; CHCl3).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 特許番号 | US06476199B1 |
|---|
| 出典データセット | uspto-grants-2002_11 |
|---|
| ORD ID | ord-c7813d691e3849cc95036e9426a1ea7e |
|---|
| 出典メモ | uspto-grants-2002_11 |
|---|