Hydrochloric Acid → 2-(3-(2-Hydroxyethyl)phenoxy)acetaldehyde

HRID 471020Notes

Reaction equation

HRID 471020 reaction equation
Cl.C([O:4][CH:5](OCC)[CH2:6][O:7][C:8]1[CH:9]=[C:10]([CH2:14][CH2:15][OH:16])[CH:11]=[CH:12][CH:13]=1)C>O1CCOCC1.O>[OH:16][CH2:15][CH2:14][C:10]1[CH:9]=[C:8]([CH:13]=[CH:12][CH:11]=1)[O:7][CH2:6][CH:5]=[O:4]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 579890052-(3-(2,2-Diethoxyethoxy)phenyl)ethanol

Product 1

HCID 579889682-(3-(2-Hydroxyethyl)phenoxy)acetaldehyde

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 312751,4-DioxaneSolvent

Procedure

Concentrated hydrochloric acid (1.5 mL) was added to a solution of 2-(3-(2,2-diethoxyethoxy)phenyl)ethanol (example 24 step a) (0.256 g) in 1,4-dioxane (3 mL) and the resulting mixture was stirred at room temperature for 1.5 hours. The solution was then diluted with water and extracted twice with ethyl acetate. The combined extracts were washed with brine, dried over anhydrous magnesium sulphate and concentrated in vacuo to afford the subtitled compound as a white foam. Yield 0.150 g.

Workup

  1. extractionextracted twice with ethyl acetate
  2. washThe combined extracts were washed with brine
  3. dry with materialdried over anhydrous magnesium sulphate
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-2db60328efb646bd88a4ab89e26d8db3
Source dataset
uspto-grants-2014_01
Patent number
US08629271B2

Reaction notes

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