Hydrochloric Acid → 1-(2-Chloro-6-hydroxyphenyl)ethan-1-one

HRID 1753965Notes

Reaction equation

HRID 1753965 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([O:8]COC)[C:3]=1[C:12](=[O:14])[CH3:13].Cl>C1COCC1>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([OH:8])[C:3]=1[C:12](=[O:14])[CH3:13]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 669605601-[2-Chloro-6-(methoxymethoxy)phenyl]ethanone

Product 1

HCID 5934151-(2-Chloro-6-hydroxyphenyl)ethan-1-one

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
65 °C

Procedure

To a solution of 1-(2-chloro-6-(methoxymethoxy)phenyl)ethanone (38 g, 177.03 mmol, 1.00 equiv) in THF (380 mL) was added HCl (aq. 35 g, 2.00 equiv, 36%). The resulting mixture was allowed to react, with stirring, for 3 h at 65° C. The resulting mixture was extracted with ethyl acetate. The organic phase was separated, dried and concentrated under vacuum to give the crude title compound.

Workup

  1. customto react
  2. extractionThe resulting mixture was extracted with ethyl acetate
  3. customThe organic phase was separated
  4. customdried
  5. concentrationconcentrated under vacuum

Sources & evidence

ORD record
ord-03868c8c1c2a46798ba082f6f08f4fe3
Source dataset
uspto-grants-2015_10
Patent number
US09168248B2

Reaction notes

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