Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
Dibutyltin dichloride → 3-(1,4-Dioxa-spiro[4.5]dec-8-ylamino)-5-phenyl-thiophene-2-carboxylic acid methyl ester
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | Dibutyltin dichloride | HCID 12688 | — |
| 반응물 | Phenylsilane | HCID 12752 | — |
| 반응물 | 1,4-Dioxaspiro[4.5]decan-8-one | HCID 567415 | — |
| 반응물 | Methyl 3-amino-5-phenylthiophene-2-carboxylate | HCID 700562 | — |
| 용매 | Tetrahydrofuran | HCID 8028 | — |
| 생성물 | 3-(1,4-Dioxa-spiro[4.5]dec-8-ylamino)-5-phenyl-thiophene-2-carboxylic acid methyl ester | HCID 59752291 | 77.2% |
반응 단계
To a suspension of 3-amino-5-phenyl-thiophene-2-carboxylic acid methyl ester (987 mg, 4.23 mmol) in dry THF (1.0 ml), at room temperature, was added 1,4-cyclohexanedione monoethylene ketal (661 mg, 4.23 mmol), followed by dibutyltin dichloride (129 mg, 0.42 mmol). After 5 min, phenyl silane (575 μL, 4.65 mmol) was added and the reaction mixture was stirred at room temperature for 4 days when a clear solution resulted. It was then concentrated and the residue purified by flash chromatography (0% to 30% EtOAc/Hexane) to obtain 1.22 g (77%) of 3-(1,4-Dioxa-spiro[4.5]dec-8-ylamino)-5-phenyl-thiophene-2-carboxylic acid methyl ester.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US08829030B2 |
| 출처 데이터셋 | uspto-grants-2014_09 |
| ORD ID | ord-113cb8bbe1454c2f9bb3d50804799ea0 |
| 출처 메모 | uspto-grants-2014_09 |