Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
Dichloromethane → 2,3,4,6-Tetra-O-benzoyl-beta-D-glucopyranosyl-(1->4)-1,2,3,6-tetra-O-benzoyl-D-glucopyranose
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | Dichloromethane | HCID 6344 | — |
| 반응물 | Benzoyl chloride | HCID 7412 | — |
| 반응물 | D-(+)-Cellobiose (CNP0226604.15) | HCID 10712 | — |
| 촉매 | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| 용매 | Pyridine | HCID 1049 | — |
| 생성물 | 2,3,4,6-Tetra-O-benzoyl-beta-D-glucopyranosyl-(1->4)-1,2,3,6-tetra-O-benzoyl-D-glucopyranose | HCID 131731861 | 22% |
반응 단계
Cellobiose (1.0 g, 2.92 mmol) was dissolved in dry pyridine (20 mL) at 0° C. DMAP (cat.) was added. Benzoyl chloride (2.5 equiv., 58 mmol, 6.8 mL) was added dropwise and the solution stirred at room temperature overnight. The solution was poured onto a mixture of ice-water and DCM. The organic layer was washed with NaHCO3(sat.) (×7), brine, H2SO4 (5%) (×2), followed by brine. The solution was dried (Na2SO4) and the solvent evaporated. The product was passed through a short silica plug to remove the remaining benzoyl chloride and the solvent was evaporated to yield 740 mg (22%) of the white solid product which was reacted on without further purification or characterisation.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US08828952B2 |
| 출처 데이터셋 | uspto-grants-2014_09 |
| ORD ID | ord-087f015a0871459db1217c26ee50654b |
| 출처 메모 | uspto-grants-2014_09 |