Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
Dimethyl Sulfoxide → (2-Ethoxycarbonyl)-(1-formyl)ethylene oxide
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | Dimethyl Sulfoxide | HCID 679 | — |
| 반응물 | Triethylamine | HCID 8471 | — |
| 반응물 | Oxalyl chloride | HCID 65578 | — |
| 반응물 | Ethyl acetate pentane | HCID 22335286 | — |
| 반응물 | (2-Ethoxycarbonyl)-(1-hydroxymethyl) ethylene oxide | HCID 88418003 | — |
| 용매 | Dichloromethane | HCID 6344 | — |
| 용매 | Sodium chloride; water | HCID 57417360 | — |
| 생성물 | (2-Ethoxycarbonyl)-(1-formyl)ethylene oxide | HCID 88418014 | 80% |
반응 단계
The procedure described by Evans and Williams European Patent Application No. 89302778.9, Publication No. 0334593 was employed for the Swern oxidation of (2-ethoxycarbonyl)-(1-hydroxymethyl) ethylene oxide (5.00 g) in methylene chloride (total 170 ml) with dimethylsulfoxide (7.3 mL), oxalyl chloride (4.2 mL) and triethylamine. Extractive work-up involving brine (150 mL), followed by trituration of impurities with pentane-ethyl acetate (2: 1, 450 mL ) afforded the title aldehyde (4.0 g, 80%). This material is used immediately and/or stored in dry methylene chloride at -25° C. under nitrogen.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US05453504 |
| 출처 데이터셋 | uspto-grants-1995_09 |
| ORD ID | ord-34488c306dfd4c90ab0c205085cee601 |
| 출처 메모 | uspto-grants-1995_09 |