Acetic Anhydride → HCID 90473682, compound

HRID 402966Notes

Reaction equation

HRID 402966 reaction equation
C(O[C:5](=[O:7])[CH3:6])(=O)C.[CH3:8][C@H:9]1[C@H:37]([CH3:38])[C@@H:36]2[C@@:12]([C:40]([OH:42])=[O:41])([CH2:13][CH2:14][C@@:15]3([CH3:39])[C@:20]4([CH3:35])[CH2:21][CH2:22][C@H:23]5[C@@:28]([CH2:30][OH:31])([CH3:29])[C@@H:27]([OH:32])[C@H:26]([OH:33])[CH2:25][C@:24]5([CH3:34])[C@H:19]4[CH2:18][CH:17]=[C:16]32)[CH2:11][CH2:10]1>N1C=CC=CC=1>[CH3:8][C@H:9]1[C@H:37]([CH3:38])[C@@H:36]2[C@@:12]([C:40]([OH:42])=[O:41])([CH2:13][CH2:14][C@@:15]3([CH3:39])[C@:20]4([CH3:35])[CH2:21][CH2:22][C@H:23]5[C@@:28]([CH2:30][O:31][C:30]([CH3:28])=[O:31])([CH3:29])[C@@H:27]([O:32][C:27]([CH3:26])=[O:32])[C@H:26]([O:33][C:5]([CH3:6])=[O:7])[CH2:25][C@:24]5([CH3:34])[C@H:19]4[CH2:18][CH:17]=[C:16]32)[CH2:11][CH2:10]1

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 119034Asiatic Acid

Product 1

HCID 90473682HCID 90473682, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
10 °C

Procedure

With reference to the first step in scheme 7 above, asiatic acid (5 g) was dissolved in pyridine (10 ml) with stirring. The solution was cooled down to 10° C., and 15 ml of acetic anhydride were added. The resultant solution was stirred at room temperature for 20 hours, and then 200 ml of ice water were added. A precipitate formed, was filtered out and washed with water, and then was dried under 50° C. to yield 6.28 g of asiatic acid triacetate as a white powder.

Workup

  1. customA precipitate formed
  2. filtrationwas filtered out
  3. washwashed with water
  4. customwas dried under 50° C.

Sources & evidence

ORD record
ord-dff16197f6d74b598929155bf4447898
Source dataset
uspto-grants-2014_06
Patent number
US08742167B2

Reaction notes

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