Sulfuric Acid → Diacetone-D-glucose

HRID 843209

반응식

HRID 843209 반응식
S(=O)(=O)(O)O.[OH:6][C@H:7]1[O:15][C@H:14]([CH2:16][OH:17])[C@@H:12]([OH:13])[C@H:10]([OH:11])[C@H:8]1[OH:9].[OH-].[Na+]>CC(C)=O>[CH3:7][C:8]1([CH3:10])[O:13][C@@H:12]([C@H:14]2[O:15][C@@H:7]3[O:6][C:14]([CH3:16])([CH3:12])[O:9][C@@H:8]3[C@H:16]2[OH:17])[CH2:10][O:11]1

참가 물질

5

반응물 3

HCID 1118Sulfuric AcidHCID 14798Sodium HydroxideHCID 79025Alpha-D-Glucose

생성물 1

HCID 7067560Diacetone-D-glucose수율 112.5%

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

Sulfuric acid (40 ml) is added dropwise to a solution of α-D-glucose (41) (50 g, 0,28 mol) in acetone (1 l) at 0° C. The reaction mixture is stirred for 24 h and then it is neutralized using sodium hydroxide (6 M). The acetone is evaporated and the aqueous layer is extracted with chloroform (X2). The chloroform is dried (MgSO4) filtered and evaporated. Crystallization from cyclohexane yielded the di-isopropylidene glucose (42) (41 g, 57%).

후처리

  1. customThe acetone is evaporated
  2. extractionthe aqueous layer is extracted with chloroform (X2)
  3. dry with materialThe chloroform is dried (MgSO4)
  4. filtrationfiltered
  5. customevaporated
  6. customCrystallization from cyclohexane

출처 및 근거

ORD 기록
ord-80b91a09cd0a4ad6b1d6e94c624dd2c4
출처 데이터셋
uspto-grants-2002_04
특허 번호
US06376657B1

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