참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Water | HCID 962 | — |
| 반응물 | 1,2-Dibromoethane | HCID 7839 | — |
| 반응물 | Potassium Carbonate | HCID 11430 | — |
| 반응물 | 5-Bromo-3,4-dihydroxybenzaldehyde | HCID 85405 | — |
| 용매 | Dimethylformamide | HCID 6228 | — |
| 생성물 | 8-Bromo-2,3-dihydro-1,4-benzodioxine-6-carbaldehyde | HCID 16637176 | 99% |
반응 단계
To a solution of 3-bromo-4,5-dihydroxy-benzaldehyde (20.78 g, 95 mmol) in 480 ml DMF was added K2CO3 (52.95 g, 383 mmol) followed by 1,2-dibromoethane (8.7 ml, 101 mmol). The mixture was warmed to 100° C. After 18 additional 1,2 dibromoethane (1.0 mL) was added. After 2 h the mixture was poured into water and extracted with ethyl acetate. The combined organics were washed with brine, dried over Na2SO4, filtered and concentrated in vacuo. The crude solid was purified via flash chromatography (9:1 hexane/ethyl acetate) to give 8-bromo-2,3-dihydro-benzo[1,4]dioxine-6-carboxaldehyde (15.82 g, 99%) as a white solid.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 특허 번호 | US08524725B2 |
|---|
| 출처 데이터셋 | uspto-grants-2013_09 |
|---|
| ORD ID | ord-a09ae0eeec814451a55c3ee672c1fdc6 |
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| 출처 메모 | uspto-grants-2013_09 |
|---|
