Acetic Anhydride → HCID 11141671, compound

HRID 1900242Notes

Reaction equation

[O:1]=[CH:2][C@@H:3]([C@H:5]([C@@H:7]([CH2:9][OH:10])[OH:8])[OH:6])[OH:4].[C:11]([O-:14])(=O)[CH3:12].[Na+].C(O[C:20](=[O:22])[CH3:21])(=O)C>>[C:2]([O:4][C@H:3]([C@H:5]([C@@H:7]([CH2:9][O:10][C:11](=[O:14])[CH3:12])[O:8][C:20](=[O:22])[CH3:21])[O:6][C:5](=[O:6])[CH3:7])[CH:2]=[O:1])(=[O:1])[CH3:3]

Participants

Reactant 3

HCID 7918Acetic Anhydride

HCID 517045Sodium Acetate

HCID 644160aldehydo-D-Xylose

Product 1

HCID 11141671HCID 11141671, compound

Procedure

First, 50 g of xylose, from Sigma Chemical Company, 12.5 g of sodium acetate (anhydrous) and 200 ml of acetic anhydride were heated to reflux for 1 hour and poured into 1 L of ice water. Xylose tetraacetate was isolated by filtration and recrystallized from 95% ethanol to yield 56.75 g (54%).

Workup

temperatureto reflux for 1 hour

Sources & evidence

ORD record: ord-31896477c836410bbcce5c5c89d85b6a
Source dataset: uspto-grants-1996_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05574177

Reaction notes

Loading…