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Water → 5-(4-[2-(4-Tert-butyloxycarbonylaminophenyl)ethoxy]benzylidene)thiazolidine-2,4-dione
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Water | HCID 962 | — |
| 反応物 | Thiazolidinedione | HCID 5437 | — |
| 反応物 | Piperidinium acetate | HCID 3014295 | — |
| 反応物 | tert-butyl N-{4-[2-(4-formylphenoxy)ethyl]phenyl}carbamate | HCID 21704970 | — |
| 溶媒 | Toluene | HCID 1140 | — |
| 生成物 | 5-(4-[2-(4-Tert-butyloxycarbonylaminophenyl)ethoxy]benzylidene)thiazolidine-2,4-dione | HCID 54100550 | 72.6% |
反応手順
A solution of 3.41 g (10 mmole) tert-butyl N-{4-[2-(4-formylphenoxy)ethyl]phenyl}carbamate and 1.29 g (11 mmole) 2,4-thiazolidinedione in toluene containing a catalytic amount of piperidinium acetate was refluxed in a Dean-Stark water trap for 3 hours. The reaction was followed by TLC and more 2,4-thiazolidinedione was added during the reaction time. The solution was cooled to room temperature filtered and the precipitate was refluxed in methanol. Another filtration gave 3.2 g (yield 72.6%) 5-(4-[2-(4-tert-butyloxycarbonylaminophenyl)ethoxy]benzylidene)thiazolidine-2,4-dione as a light yellow, solid substance.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06288096B1 |
| 出典データセット | uspto-grants-2001_09 |
| ORD ID | ord-d4ad7562dded438cb015b98b0f89d2f4 |
| 出典メモ | uspto-grants-2001_09 |