Sodium periodate → 6,7-Dihydro[1,4]oxathiino[2,3-c]pyridazine-3-carbaldehyde

HRID 656973

반응식

HRID 656973 반응식
[CH:1]([C:3]1[N:8]=[N:7][C:6]2[O:9][CH2:10][CH2:11][S:12][C:5]=2[CH:4]=1)=C.I([O-])(=O)(=O)=[O:14].[Na+]>O1CCOCC1.O.[Os](=O)(=O)(=O)=O>[N:7]1[C:6]2[O:9][CH2:10][CH2:11][S:12][C:5]=2[CH:4]=[C:3]([CH:1]=[O:14])[N:8]=1

참가 물질

5

반응물 2

HCID 23667635Sodium periodateHCID 675264963-Ethenyl-6,7-dihydro[1,4]oxathiino[2,3-c]pyridazine

생성물 1

HCID 715042546,7-Dihydro[1,4]oxathiino[2,3-c]pyridazine-3-carbaldehyde수율 36%

시약·촉매·용매 2

HCID 30318Osmium Tetroxide촉매HCID 218864351,4-Dioxane--water (1/1)용매

실험 절차

A solution of 3-ethenyl-6,7-dihydro[1,4]oxathiino[2,3-c]pyridazine (320 mg) in 1,4-dioxane/water (20 ml/5 ml) was treated with an aqueous solution of osmium tetroxide (4% w/v, 2 ml) and sodium periodate (1.0 g), initially stirred in an ice-bath, then allowed to warm to rt. After 2.5 h the mixture was evaporated to dryness and dissolved in 1,4-dioxane and chloroform. Silica gel was added and the mixture was evaporated to dryness, added to a silica column (50 g) and chromatographed, eluting with 0-100% ethyl acetate in hexane, to afford a white solid (116 mg, 36%).

후처리

  1. customAfter 2.5 h the mixture was evaporated to dryness
  2. dissolutiondissolved in 1,4-dioxane
  3. additionSilica gel was added
  4. customthe mixture was evaporated to dryness
  5. additionadded to a silica column (50 g)
  6. customchromatographed
  7. washeluting with 0-100% ethyl acetate in hexane

출처 및 근거

ORD 기록
ord-068aa9bbc5ca4c10a5bf4fd0ce824316
출처 데이터셋
uspto-grants-2011_12
특허 번호
US08071592B2

연결된 노트

불러오는 중…