Glycolic Acid → HCID 17862592, compound

HRID 1041922Notes

Reaction equation

HRID 1041922 reaction equation
C(=O)([O-])O.[Na+].[C:6]([OH:10])(=[O:9])[CH2:7][OH:8].CN(C)C=O.[CH3:16][O:17][C:18]1[CH:25]=[CH:24][C:21]([CH2:22]Cl)=[CH:20][CH:19]=1>O>[C:6]([O:10][CH2:22][C:21]1[CH:24]=[CH:25][C:18]([O:17][CH3:16])=[CH:19][CH:20]=1)(=[O:9])[CH2:7][OH:8]

Participants

6

Procedure

Sodium hydrogen carbonate (2.20 g, 26.3 mg) was added to a solution of glycolic acid (2.00 g, 26.3 mmol) in water (2.00 mL), and the mixture was stirred for one hour at room temperature. The solvent was distilled off from the reaction mixture under reduced pressure, and to a dimethylformamide (10.0 mL) solution of the resulting residue, p-methoxybenzyl chloride (4.10 g, 26.3 mmol) was added. The mixture was stirred for 2 hours at room temperature. Water was added to the reaction mixture, and the mixture was subjected to extraction with ethyl acetate. The organic layer thus obtained was washed sequentially with water and saturated brine, and was dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure. Thus, a crude product of the title compound (4.24 g) was obtained.

Workup

  1. distillationThe solvent was distilled off from the reaction mixture under reduced pressure
  2. stirringThe mixture was stirred for 2 hours at room temperature
  3. extractionthe mixture was subjected to extraction with ethyl acetate
  4. customThe organic layer thus obtained
  5. washwas washed sequentially with water and saturated brine
  6. dry with materialwas dried over anhydrous sodium sulfate
  7. distillationThe solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-e73ed0e287d34705813853dbaa70b4ab
Source dataset
uspto-grants-2013_10
Patent number
US08557802B2

Reaction notes

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