Water → HCID 16212620, compound

HRID 913257Notes

Reaction equation

HRID 913257 reaction equation
C[C:2]([CH3:4])=[O:3].[OH:5]S(O)(=O)=O.[O:10]=[Cr](=O)=O.OS(O)(=O)=O.[OH2:19]>CC(C)=O>[CH2:4]([OH:5])[CH2:2][OH:3].[CH2:4]([OH:10])[C:2]([OH:3])=[O:19]

Participants

5

Procedure

10 g of polyethylene glycol (Mw ˜400, 10.0 g) in acetone (400 mL) was cooled to 15° C. and Jones reagent was added [(43 mL), prepared from 5.18 mL H2SO4, 5 g of CrO3 and 38 mL H2O]. The mixture was stirred at room temperature for 12 h. The acetone was removed under vacuum, the slurry dissolved in CH2Cl2 (150 mL) and washed with saturated NaCl solution (1×100 mL). The CH2Cl2 layer was dried (anhydrous MgSO4) and solvents removed to obtain corresponding poly(ethylene glycol) bis(carboxymethyl) ether (Mw ˜400) as an oil (9.35 g). IR, neat, 1739 cm−1, C═O stretch of carboxylic acid, 3436 cm−1 Broad O′H stretch.

Workup

  1. customThe acetone was removed under vacuum
  2. dissolutionthe slurry dissolved in CH2Cl2 (150 mL)
  3. washwashed with saturated NaCl solution (1×100 mL)
  4. dry with materialThe CH2Cl2 layer was dried (anhydrous MgSO4) and solvents
  5. customremoved

Sources & evidence

ORD record
ord-079f7cd870ca4a91a6ab3b5c4493dac5
Source dataset
uspto-grants-2011_09
Patent number
US08026289B2

Reaction notes

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