Acetic Anhydride → 1,2,3,4-Tetra-O-acetyl-beta-D-xylopyranose

HRID 968439노트

반응식

HRID 968439 반응식
[C:1]([O-:4])(=[O:3])[CH3:2].[Na+].C(O[C:10](=[O:12])[CH3:11])(=O)C.O=[CH:14][C@@H:15]([C@H:17]([C@@H:19]([CH2:21][OH:22])[OH:20])[OH:18])[OH:16]>>[C:1]([O:4][C@@H:21]1[O:22][CH2:14][C@@H:15]([O:16][C:10](=[O:12])[CH3:11])[C@H:17]([O:18][C:17](=[O:18])[CH3:19])[C@H:19]1[O:20][C:15](=[O:16])[CH3:14])(=[O:3])[CH3:2]

참가 물질

4

반응물 3

HCID 7918Acetic AnhydrideHCID 517045Sodium AcetateHCID 644160aldehydo-D-Xylose

생성물 1

HCID 28172551,2,3,4-Tetra-O-acetyl-beta-D-xylopyranose

반응 조건

온도
130 °C

실험 절차

A 200 mL round bottom flask containing sodium acetate (3.0 g) and acetic anhydride (36 mL) was heated to 130° C. on oil bath. When bubbles started to come out, D-xylose (5.0 g, 33.3 mmol) was added gradually. When bubbles did not come out any more, the flask was put away from the oil bath and cooled to room temperature. The reaction mixture was put in a 500 mL beaker containing ice (150 g), stirred for a while and then allowed to stand for 2 hours. The resulted light-brown precipitate was filtered by suction, washed with cold water and then dried by vacuum. The crude product was recrystallized from hot ethanol. The crystals were filtered by suction, washed with cold ethanol, and dried to give the title compound. White crystals. Yield 5.55 g, 53%.

후처리

  1. temperaturecooled to room temperature
  2. filtrationThe resulted light-brown precipitate was filtered by suction
  3. washwashed with cold water
  4. customdried by vacuum
  5. customThe crude product was recrystallized from hot ethanol
  6. filtrationThe crystals were filtered by suction
  7. washwashed with cold ethanol
  8. customdried

출처 및 근거

ORD 기록
ord-b4e9bce4a72e4805bb1e8f0537deabc5
출처 데이터셋
uspto-grants-2005_10
특허 번호
US06958389B2

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