Hydrochloric Acid → 2-(4-Bromo-1H-pyrazol-1-yl)ethanol

HRID 1790388Notes

Reaction equation

HRID 1790388 reaction equation
C([O:8][CH2:9][CH2:10][N:11]1[CH:15]=[C:14]([Br:16])[CH:13]=[N:12]1)C1C=CC=CC=1.Cl>C(O)C>[OH:8][CH2:9][CH2:10][N:11]1[CH:15]=[C:14]([Br:16])[CH:13]=[N:12]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 220382041-[2-(benzyloxy)ethyl]-4-bromo-1H-pyrazole

Product 1

HCID 166406422-(4-Bromo-1H-pyrazol-1-yl)ethanolYield 71.7%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

1-(2-Benzyloxyethyl)-4-bromopyrazole (1.078 g) was dissolved in ethanol (20 ml). After adding conc. hydrochloric acid (15 ml), the resultant mixture was stirred at 80° C. for 10 hr. After allowing to cool, it was concentrated under reduced pressure followed by the addition of a saturated aqueous solution of sodium bicarbonate. Then the resultant mixture was extracted with ethyl acetate and the organic layer was washed with water, dried over magnesium sulfate and concentrated under reduced pressure to give the title compound (525 mg) as a colorless oil (yield: 71%).

Workup

  1. temperatureto cool
  2. concentrationit was concentrated under reduced pressure
  3. additionfollowed by the addition of a saturated aqueous solution of sodium bicarbonate
  4. extractionThen the resultant mixture was extracted with ethyl acetate
  5. washthe organic layer was washed with water
  6. dry with materialdried over magnesium sulfate
  7. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-de08c7219f4c4d2fa1af9c4b77153c15
Source dataset
uspto-grants-2006_07
Patent number
US07071201B2

Reaction notes

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