참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Imidazole | HCID 795 | — |
| 반응물 | 2,4-Dichlorobenzyl chloride | HCID 7212 | — |
| 반응물 | 4'-Hydroxyacetophenone | HCID 7469 | — |
| 반응물 | Thionyl Chloride | HCID 24386 | — |
| 반응물 | Sodium hydride | HCID 24758 | — |
| 반응물 | Perchlorate | HCID 123351 | — |
| 반응물 | 1-{4-[(2,4-Dichlorobenzyl)oxy]phenyl}-1-ethanol | HCID 2763809 | — |
| 반응물 | Sodium borohydride | HCID 4311764 | — |
| 반응물 | Imidazole sodium | HCID 57373095 | — |
| 용매 | Dimethylformamide | HCID 6228 | — |
| 용매 | Ethyl ether methylene chloride | HCID 21881112 | — |
| 용매 | Dioxan ethanol | HCID 22560076 | — |
| 생성물 | (2,4-Dichlorobenzyl)-{4-[1-(1-imidazolyl)-ethyl]-phenyl}-ether | HCID 21481630 | — |
반응 단계
136 g. of 4-hydroxyacetophenone is etherified in 500 ml. of dimethylformamide with 30 g. of sodium hydride oil suspension (80%) and 195 g. of 2,4-dichlorobenzyl chloride analogously to Example 16. The thus-obtained 4-(2,4-dichlorobenzyloxy)-acetophenone (290 g., m.p. 89°-90° ) is reduced in 1 liter of ethanol/dioxane (2 : 1) with 50 g. of sodium borohydride analogously to Example 26, and worked up. Of the thusobtained 4-(2,4-dichlorobenzyloxy)-α-methylbenzyl alcohol (m.p. 61°-64°), 1.7 g. is stirred with 5 ml. of thionyl chloride for 1 hour at room temperature. The product remaining after a careful evaporation of the thionyl chloride is reacted according to Example 15 with a solution of sodium imidazole, prepared from 360 mg. of imidazole and 160 mg. of sodium hydride, and converted into the perchlorate as described in Example 26. Yield: 940 mg.; m.p. 103°-106° (methylene chloride/ether).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 특허 번호 | US04006243 |
|---|
| 출처 데이터셋 | uspto-grants-1977_02 |
|---|
| ORD ID | ord-5ed9b102d1c64c41af75af68dcd5ccb6 |
|---|
| 출처 메모 | uspto-grants-1977_02 |
|---|
