Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
Acetyl chloride → 2-Methyl-benzooxazole-4-carboxylic acid ethyl ester
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | Acetyl chloride | HCID 6367 | — |
| 반응물 | Triethylamine | HCID 8471 | — |
| 반응물 | Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1) | HCID 466102 | — |
| 반응물 | Ethyl 2-amino-3-hydroxybenzoate | HCID 14167647 | — |
| 용매 | O-Xylene | HCID 7237 | — |
| 용매 | Ethyl Acetate | HCID 8857 | — |
| 생성물 | 2-Methyl-benzooxazole-4-carboxylic acid ethyl ester | HCID 59316840 | — |
반응 단계
A mixture of 2-amino-3-hydroxy-benzoic acid ethyl ester (5.52 mmol; J. Reisch, G. M. K. B. Gunaherath Monatshefte für Chemie, 1988, 119, 1169-1178), acetyl chloride (6.07 mmol), NEt3 (6.07 mmol) and pyridinium p-toluenesulfonate (1.47 mmol) in xylene (60 mL) is heated at reflux for 16 h, cooled to RT, diluted with EtOAc and washed with water. The organic layer is dried over MgSO4 and concentrated in vacuo to give a crude product which is purified by FC (gradient: heptane to heptane/EtOAc 6/4). LC-MS: tR=0.81 min; [M+H]+=206.0.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US08063099B2 |
| 출처 데이터셋 | uspto-grants-2011_11 |
| ORD ID | ord-cbc19d47ea45452a908bf20c817ba802 |
| 출처 메모 | uspto-grants-2011_11 |