Hydrogen Bromide → Heptaacetate bromide

HRID 224479

반응식

HRID 224479 반응식
[OH:1][CH:2]1[O:10][C@H](CO)[C@@H](O)[C@H](O)[C@H:3]1O.C(Cl)Cl.[BrH:16]>C(O)(=O)C>[Br-:16].[C:2]([O-:10])(=[O:1])[CH3:3].[C:2]([O-:10])(=[O:1])[CH3:3].[C:2]([O-:10])(=[O:1])[CH3:3].[C:2]([O-:10])(=[O:1])[CH3:3].[C:2]([O-:10])(=[O:1])[CH3:3].[C:2]([O-:10])(=[O:1])[CH3:3].[C:2]([O-:10])(=[O:1])[CH3:3]

참가 물질

5

반응물 3

HCID 260Hydrogen BromideHCID 5793D-GlucoseHCID 6344Dichloromethane2회

생성물 1

HCID 86737203Heptaacetate bromide

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

Glc 1β,4 glc is converted to its octaacetate form by conventional methods as disclosed in Methods in Carbohydrate Chemistry 1, 334. A 20 g. portion of this octaacetate is dissolved in 200 ml. of methylene chloride and the solution is cooled to 0° C. An 80 ml. portion of 32% hydrobromic acid in glacial acetic acid is added and the mixture is allowed to stand in an ice bath for 2 hours. The mixture is then poured into crushed ice and diluted with 200 ml. of methylene chloride. The organic layer is separated, washed repeatedly with ice water until neutral, dried over anhydrous sodium sulfate and evaporated in vacuo, giving glc 1β,4 glc heptaacetate bromide as a white solid.

후처리

  1. additionThe mixture is then poured
  2. custominto crushed ice
  3. additiondiluted with 200 ml
  4. customThe organic layer is separated
  5. washwashed repeatedly with ice water until neutral,
  6. dry with materialdried over anhydrous sodium sulfate
  7. customevaporated in vacuo

출처 및 근거

ORD 기록
ord-68f0f92c196f49ada6b8e9f4caf4dc85
출처 데이터셋
uspto-grants-1980_11
특허 번호
US04232150

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