Water → HCID 16212620, compound
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
Reactant 3
Product 1
Reagents, catalysts & solvents 1
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
- customThe acetone was removed under vacuum
- dissolutionthe slurry dissolved in CH2Cl2 (150 mL)
- washwashed with saturated NaCl solution (1×100 mL)
- dry with materialThe CH2Cl2 layer was dried (anhydrous MgSO4) and solvents
- customremoved
Sources & evidence
- ORD record
- ord-079f7cd870ca4a91a6ab3b5c4493dac5
- Source dataset
- uspto-grants-2011_09
- Patent number
- US08026289B2
Reaction notes
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