Acetic Acid → HCID 86738634, compound

HRID 2198814Notes

Reaction equation

HRID 2198814 reaction equation
[BrH:1].[C:2]([OH:5])(=[O:4])[CH3:3]>C(Cl)(Cl)Cl>[Br-:1].[C:2]([O-:5])(=[O:4])[CH3:3].[C:2]([O-:5])(=[O:4])[CH3:3].[C:2]([O-:5])(=[O:4])[CH3:3].[C:2]([O-:5])(=[O:4])[CH3:3].[C:2]([O-:5])(=[O:4])[CH3:3].[C:2]([O-:5])(=[O:4])[CH3:3].[C:2]([O-:5])(=[O:4])[CH3:3].[C:2]([O-:5])(=[O:4])[CH3:3].[C:2]([O-:5])(=[O:4])[CH3:3].[C:2]([O-:5])(=[O:4])[CH3:3]

Participants

4

Reactant 2

HCID 176Acetic AcidHCID 260Hydrogen Bromide

Product 1

HCID 86738634HCID 86738634, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

A 75 ml portion of 30-32% hydrogen bromide in glacial acetic acid is cooled in an ice bath. A solution of 15.0 g of [glc 1α,4 glc 1α,4 glc undecaacetate] in 125 ml of chloroform is added with swirling. The mixture is allowed to remain in the ice bath for 2 hours with occasional swirling and then poured into crushed ice with vigorous swirling. The mixture is extracted into 100 ml of chloroform. The aqueous layer is washed with two 75 ml portions of chloroform. The combined chloroform extracts are washed with five 250 ml portions of ice-cold water rendering it neutral. The chloroform layer is dried over anhydrous calcium chloride and evaporated to dryness in vacuo giving 13.0 g of [glc 1α,4 glc 1α,4 glc decaacetate bromide] as a colorless glass.

Workup

  1. additionpoured
  2. custominto crushed ice with vigorous swirling
  3. extractionThe mixture is extracted into 100 ml of chloroform
  4. washThe aqueous layer is washed with two 75 ml portions of chloroform
  5. washThe combined chloroform extracts are washed with five 250 ml portions of ice-cold water rendering it neutral
  6. dry with materialThe chloroform layer is dried over anhydrous calcium chloride
  7. customevaporated to dryness in vacuo

Sources & evidence

ORD record
ord-c920b2cb74c547f8b46e946ffd5374e5
Source dataset
uspto-grants-1982_11
Patent number
US04359459

Reaction notes

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