참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Pyrazole | HCID 1048 | — |
| 반응물 | Dodecane | HCID 8182 | — |
| 반응물 | Cesium carbonate | HCID 10796 | — |
| 반응물 | Sodium Hydroxide | HCID 14798 | — |
| 반응물 | 1,2-Diaminocyclohexane, trans- | HCID 43806 | — |
| 반응물 | (3-Bromophenyl)acetic acid | HCID 74653 | — |
| 촉매 | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| 용매 | 1,4-Dioxane | HCID 31275 | — |
| 생성물 | [3-(1H-Pyrazol-1-yl)phenyl]acetic acid | HCID 21062671 | 65% |
반응 단계
Pyrazole (1.2 eq), Cs2CO3 (2.5 eq), CuI (0.5 eq), trans-1,2-cyclohexanediamine (0.6 eq) and dodecane (1 eq), were added to a stirred solution of 3-bromophenylacetic acid (1 eq) in dioxane at room temperature under an inert atmosphere. The mixture was irradiated in a microwave reactor (PersonalChemistry Emrys™ Optimiser, 300 W, 160° C., 20 min), then added to a 1N aqueous solution of NaOH, and extracted with Et2O. The aqueous phase was acidified to pH=3 with HCl 2N, then extracted with ethyl acetate; this phase was washed with brine, dried over Na2SO4 and the solvent was removed under reduced pressure. The crude material was purified on SPE cartridge (Silica) eluting with a gradient from Cyclohexane/ethyl acetate 8:2, to Cyclohexane/ethyl acetate 1:1, affording the title compound in 65% yield.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 특허 번호 | US07732600B2 |
|---|
| 출처 데이터셋 | uspto-grants-2010_06 |
|---|
| ORD ID | ord-0a2d14e5ae3c4320bcb0991c6c6eb791 |
|---|
| 출처 메모 | uspto-grants-2010_06 |
|---|
