Acetic Acid → 35867-25-5

HRID 1902358Notes

Reaction equation

HRID 1902358 reaction equation
CC([O:4][C@@H:5]1[C@H:10]([O:11][C:12]([CH3:14])=[O:13])[C@@H:9]([O:15][C:16]([CH3:18])=[O:17])[C@@H:8]([O:19][C@:20]2([CH2:35][OH:36])[O:24][C@H:23]([CH2:25][OH:26])[C@@H:22]([O:27][C:28]([CH3:30])=[O:29])[C@@H:21]2[O:31][C:32]([CH3:34])=[O:33])[O:7][C@@H:6]1[CH2:37]O)=O.[C:39]([OH:42])(=[O:41])[CH3:40]>C1(C)C=CC=CC=1>[CH3:40][C:39]([O:42][CH2:37][C@H:6]1[O:7][C@H:8]([O:19][C@@:20]2([CH2:35][OH:36])[O:24][C@@H:23]([CH2:25][OH:26])[C@@H:22]([O:27][C:28]([CH3:30])=[O:29])[C@H:21]2[O:31][C:32]([CH3:34])=[O:33])[C@H:9]([O:15][C:16]([CH3:18])=[O:17])[C@@H:10]([O:11][C:12]([CH3:14])=[O:13])[C@@H:5]1[OH:4])=[O:41]

Participants

4

Reactant 2

HCID 176Acetic AcidHCID 71751497HCID 71751497, compound

Product 1

HCID 7512427635867-25-5Yield 83.3%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

2,3,4,3',4'-Penta-O-acetylsucrose (2 g; purity 83.63%) and glacial acetic acid (0.2 liter) were added to toluene (10.0 liter) and the mixture was heated to reflux and maintained at reflux for 6 hours or until the acetyl migration was completed. The solution was cooled to ambient temperature and the precipitate filtered off, washed with fresh toluene and dried in a vacuum oven at 40° C. to give 2,3,6,3',4'-penta-O-acetylsucrose (15.90 g; purity 87.65%) in an overall yield of 83.3%

Workup

  1. temperaturethe mixture was heated
  2. temperatureto reflux
  3. temperaturemaintained
  4. filtrationthe precipitate filtered off
  5. washwashed with fresh toluene
  6. customdried in a vacuum oven at 40° C.

Sources & evidence

ORD record
ord-72858a0a0ae947789a5d6cc4b9d96bcd
Source dataset
uspto-grants-1982_12
Patent number
US04362869

Reaction notes

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