Acetyl chloride → HCID 53239786, compound

HRID 576487Notes

Reaction equation

HRID 576487 reaction equation
[C:1]([NH:4][C@H:5]1[C@H:14]([C@@H:15]([C@@H:17]([CH2:19][OH:20])[OH:18])[OH:16])[O:13][C:8]([OH:12])([C:9](=[O:11])[OH:10])[CH2:7][C@@H:6]1[OH:21])(=[O:3])[CH3:2].[C:22](Cl)(=O)[CH3:23]>C(O)C>[C:1]([NH:4][C@H:5]1[C@H:14]([C@@H:15]([C@@H:17]([CH2:19][OH:20])[OH:18])[OH:16])[O:13][C:8]([OH:12])([C:9](=[O:10])[O:11][CH2:22][CH3:23])[CH2:7][C@@H:6]1[OH:21])(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 6367Acetyl chlorideHCID 439197N-Acetyl-Neuraminic Acid

Product 1

HCID 53239786HCID 53239786, compoundYield 91.7%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a suspension of N-acetyl-neuraminic acid (1 g, 3.23 mmole) in anhydrous ethanol (75 ml) was added 1.5 ml acetyl chloride. The mixture was sealed and stirred at room temperature for 16 hrs. to form a clear solution. The resulting solution was vacuum evaporated to dryness. The white solid was washed with ethyl acetate and vacuum dried to afford the title compound as a white solid (1 g, 91.7%).

Workup

  1. customThe mixture was sealed
  2. customto form a clear solution
  3. customevaporated to dryness
  4. washThe white solid was washed with ethyl acetate and vacuum
  5. customdried

Sources & evidence

ORD record
ord-7f9e2d549f6443b1a1bdd998a8751f4c
Source dataset
uspto-grants-2015_05
Patent number
US09040503B2

Reaction notes

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