Raffinose → HCID 131724722, compound

HRID 1761298Notes

Reaction equation

HRID 1761298 reaction equation
[CH2:1]([OH:34])[C@H:2]1[O:7][C@H:6]([O:8][CH2:9][C@H:10]2[O:15][C@H:14]([O:16][C@:17]3([CH2:26][OH:27])[O:21][C@H:20]([CH2:22][OH:23])[C@@H:19]([OH:24])[C@@H:18]3[OH:25])[C@H:13]([OH:28])[C@@H:12]([OH:29])[C@@H:11]2[OH:30])[C@H:5]([OH:31])[C@@H:4]([OH:32])[C@H:3]1[OH:33].[C:35]([O-:38])(=[O:37])[CH3:36].[Na+]>C(OC(=O)C)(=O)C>[CH2:1]([OH:34])[C@H:2]1[O:7][C@H:6]([O:8][CH2:9][C@H:10]2[O:15][C@H:14]([O:16][C@:17]3([CH2:26][OH:27])[O:21][C@H:20]([CH2:22][OH:23])[C@@H:19]([OH:24])[C@@H:18]3[OH:25])[C@H:13]([OH:28])[C@@H:12]([OH:29])[C@@H:11]2[OH:30])[C@H:5]([OH:31])[C@@H:4]([OH:32])[C@H:3]1[OH:33].[C:35]([O:38][O-:7])(=[O:37])[CH3:36]

Participants

4

Reactant 2

HCID 439242RaffinoseHCID 517045Sodium Acetate

Product 1

HCID 131724722HCID 131724722, compound

Reagents, catalysts & solvents 1

HCID 7918Acetic AnhydrideSolvent

Procedure

Anhydrous raffinose (252 g, 0.50 mol) was added to 60 g anhydrous sodium acetate and stirred in 800 mL of acetic anhydride previously equilibrated to 100 degree C. Complete homogeneous solution is obtained in 30-50 minutes. The reaction is left to continue for 1-2 hours, after which the reaction mixture was poured into 4 liters of ice and left to stand for 2 hours. The raffinose peracetate precipitate formed is separated from the supernatant solution, redissolved in dichloromethane and washed three times with saturated sodium bicarbonate solution at neutral pH. The dichloromethane solution was then decolorized with 2.0 g activated charcoal and vacuum dried to give 492 g (90% yield) of raffinose peracetate white powder.

Workup

  1. custompreviously equilibrated to 100 degree
  2. customComplete homogeneous solution is obtained in 30-50 minutes
  3. waitThe reaction is left
  4. waitleft
  5. waitto stand for 2 hours

Sources & evidence

ORD record
ord-4f037d743ced4137b6861cb49eb2aa46
Source dataset
uspto-grants-2005_01
Patent number
US06846916B2

Reaction notes

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