Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
Imidazole → (E)-3-[2(tert-Butyl-dimethyl-silanoxy)-phenyl]-acrylic acid
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | Imidazole | HCID 795 | — |
| 반응물 | Lithium Hydroxide | HCID 3939 | — |
| 반응물 | tert-Butyldimethylsilyl chloride | HCID 28928 | — |
| 반응물 | O-Coumaric Acid | HCID 637540 | — |
| 용매 | Dimethylformamide | HCID 6228 | — |
| 용매 | Oxolane--water (1/1) | HCID 21881883 | — |
| 생성물 | (E)-3-[2(tert-Butyl-dimethyl-silanoxy)-phenyl]-acrylic acid | HCID 22290462 | 53.9% |
반응 단계
To a solution of 8.2 g of (E)-3-(2-hydroxy-phenyl)-acrylic acid and 15.2 g of TBDMS-Cl in 10 ml of DMF was added 11.9 g of imidazole and the mixture was stirred at room temperature for 24 h. After aqueous work-up, the bis-silylated product was saponified with 2.1 g of LiOH in THF-H2O for 0.5 h at 0° C. The mixture was concentrated in vacuo and TBDMS-OH removed by extraction with hexane. The aqueous layer was acidified to pH 4 with KHSO4 and extracted with EtOAc. The organic phases were washed with brine, dried (Na2SO4) and evaporated to dryness. The semi-solid residue was suspended in hexane, filtered and the filtrate evaporated to dryness to yield 7.5 g of a pale yellow oil, which solidified upon standing.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | USRE043006E1 |
| 출처 데이터셋 | uspto-grants-2011_12 |
| ORD ID | ord-66880a3a91f5458492c6643a8c152417 |
| 출처 메모 | uspto-grants-2011_12 |