참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Hydrochloric Acid | HCID 313 | — |
| 반응물 | 3-(Trifluoromethoxy)aniline | HCID 73753 | — |
| 반응물 | Diisopropylethylamine | HCID 81531 | — |
| 반응물 | Ethyl bromophenylacetate | HCID 97780 | — |
| 반응물 | Lithium hydroxide, monohydrate | HCID 168937 | — |
| 용매 | Water | HCID 962 | — |
| 용매 | Acetonitrile | HCID 6342 | — |
| 용매 | 1,4-Dioxane | HCID 31275 | — |
| 생성물 | Phenyl-(3-trifluoromethoxy-phenylamino)-acetic acid hydrochloride | HCID 67426283 | — |
반응 단계
Ethyl 2-bromo-2-phenylacetate (400 mg, 1.64 mmol), 3-(trifluoromethoxy)aniline (0.33 mL, 2.47 mmol), and DIPEA (0.43 mL, 2.47 mmol) are dissolved in acetonitrile (5 mL) and heated under MW irradiation at 100° C. for 1 hour (Conversion complete by UPLC/MS-UV). Water (5 mL) and lithium hydroxide hydrate (207 mg, 4.94 mmol) are directly added and the resulting mixture is stirred at RT for 1 hour. Then 4M HCl in dioxane is added until pH 1, the organic solvents are evaporated and the resulting crude oil is purified by filtration through a silica pad using DCM/MeOH=9/1 as the eluent. Intermediate I88 is collected as a brown oil (569 mg, quantitative yield).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 특허 번호 | US08835682B2 |
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| 출처 데이터셋 | uspto-grants-2014_09 |
|---|
| ORD ID | ord-c896701b31ca4c16a5fc99fbab69c941 |
|---|
| 출처 메모 | uspto-grants-2014_09 |
|---|
