Hydrochloric Acid → m-PEG4-(CH2)3-acid

HRID 253678

Reaction equation

HRID 253678 reaction equation
C([O:3][C:4](=[O:19])[CH2:5][CH2:6][CH2:7][O:8][CH2:9][CH2:10][O:11][CH2:12][CH2:13][O:14][CH2:15][CH2:16][O:17][CH3:18])C.Cl>[OH-].[Na+].[Na+].[Cl-]>[CH3:18][O:17][CH2:16][CH2:15][O:14][CH2:13][CH2:12][O:11][CH2:10][CH2:9][O:8][CH2:7][CH2:6][CH2:5][C:4]([OH:19])=[O:3]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 578909084-{2-[2-(2-Methoxy-ethoxy)-ethoxy]-ethoxy}-butyric acid ethyl ester

Product 1

HCID 57890900m-PEG4-(CH2)3-acidYield 94.4%

Reagents, catalysts & solvents 2

HCID 5234Sodium ChlorideSolventHCID 14798Sodium HydroxideSolvent

Procedure

4-{2-[2-(2-Methoxy-ethoxy)-ethoxy]-ethoxy}-butyric acid ethyl ester (1.07 g, 4.0 mmol) was dissolved in 1M NaOH (10 mL) and the reaction was stirred for 2 h. Crude reaction was diluted with sat. NaCl (40 mL), acidified to pH ˜2 with conc. HCl, washed CH2Cl2 (2×50 mL), dried MgSO4, and evaporated to dryness to afford 3 a clear oil (0.945 g, 94% yield).

Workup

  1. customCrude reaction
  2. washwashed CH2Cl2 (2×50 mL), dried MgSO4
  3. customevaporated to dryness

Sources & evidence

ORD record
ord-a5ce89cb530c4fe8ba902c2834cd6ee7
Source dataset
uspto-grants-2011_01
Patent number
US07872095B2

Linked notes

Loading…