참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Sulfuric Acid | HCID 1118 | — |
| 반응물 | Ethyl orthoformate | HCID 31214 | — |
| 반응물 | 2-Isopropyl-5-methylcyclohexane-1,3-dione | HCID 11988138 | — |
| 반응물 | Cymorcin | HCID 23345336 | — |
| 반응물 | 4-Amino-2-isopropyl-5-methyl-benzene-1,3-diol | HCID 59598754 | — |
| 촉매 | Diamminetetrachlorotitanate(IV) | HCID 160960 | — |
| 용매 | Ethanol | HCID 702 | — |
| 생성물 | 7-Isopropyl-4-methyl-benzooxazol-6-ol | HCID 59598657 | — |
반응 단계
To a flask charged with 4-amino-2-isopropyl-5-methyl-benzene-1,3-diol (450 mg, 2.5 mmol) (Treibs and Albrecht, “The dihydroxycymenes. IV. Isocymorcin (3,5-dihydroxycymene) from 3,5-menthanedione by dehydrogenation and total synthesis,” Journal fuer Praktische Chemie (1961), 13, 291-305), purged with argon, and cooled to 0° C. was sequentially added triethylorthoformate (0.7 mL, 4.2 mmol), EtOH (4 mL), and a 10% v/v solution of H2SO4 in EtOH (40 μL). The reaction was allowed to warm to room temperature slowly, stirred overnight, quenched with saturated NaHCO3, and concentrated. The residue was partitioned between water and methylene chloride. The combined organic phases were dried with Na2SO4 and concentrated to provide 510 mg of 7-isopropyl-4-methyl-benzooxazol-6-ol.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 특허 번호 | US08524725B2 |
|---|
| 출처 데이터셋 | uspto-grants-2013_09 |
|---|
| ORD ID | ord-bed78acca2a04b89839e2e58d8525904 |
|---|
| 출처 메모 | uspto-grants-2013_09 |
|---|
