참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Sodium Iodide | HCID 5238 | — |
| 반응물 | Allyl bromide | HCID 7841 | — |
| 반응물 | 3-Chloro-2-methyl-1-propene | HCID 11241 | — |
| 반응물 | Potassium Hydroxide | HCID 14797 | — |
| 반응물 | 2-Hydroxy-2-(4-hydroxyphenyl)acetic acid, sodium salt hydrate | HCID 23698133 | — |
| 용매 | Methanol | HCID 887 | — |
| 생성물 | 4-Allyloxymandelic acid | HCID 19930564 | 70% |
| 생성물 | 4-Methallyloxymandelic acid | HCID 19930566 | — |
반응 단계
20.8 g (0.10 mol) of 4-hydroxymandelic acid sodium salt monohydrate and 6.6 g (0.10 mol) of potassium hydroxide are dissolved with 1.0 g (6.7 mmol) of sodium iodide in 75 ml of methanol. Then 0.12 mol of allyl bromide (methallyl chloride in the case of methallyl) is added and the reaction mixture is refluxed for 16 hours under nitrogen. The reaction mixture is concentrated on a vacuum rotary evaporator and the residue is acidified with concentrated hydrochloric acid. The product is extracted 3 times with butyl acetate. The organic phases are washed with water, combined, dried over sodium sulfate and concentrated on a vacuum rotary evaporator. Crystallisation of the residue from toluene/petroleum ether give 4-allyloxymandelic acids such as 4-allyloxymandelic acid as an amorphous powder (70%) and 4-methallyloxymandelic acid, m.p. 121°-126° (65%).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 특허 번호 | US05428177 |
|---|
| 출처 데이터셋 | uspto-grants-1995_06 |
|---|
| ORD ID | ord-c5f188d297c44361a81bdec3606b483a |
|---|
| 출처 메모 | uspto-grants-1995_06 |
|---|
