Hydrochloric Acid → 2-(3-Bromophenyl)propan-2-ol

HRID 1172627Notes

Reaction equation

HRID 1172627 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([C:8](=[O:10])[CH3:9])[CH:5]=[CH:6][CH:7]=1.[CH3:11][Mg]I.C(OCC)C.C(OCC)C.Cl>O>[Br:1][C:2]1[CH:3]=[C:4]([C:8]([OH:10])([CH3:11])[CH3:9])[CH:5]=[CH:6][CH:7]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 165023'-BromoacetophenoneHCID 178467823HCID 178467823, compound

Product 1

HCID 150723832-(3-Bromophenyl)propan-2-ol

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

In a nitrogen atmosphere with cooling with ice, 5.29 mL of 3′-bromoacetophenone was added to 25 mL of 2 M methylmagnesium iodide/diethyl ether solution and 100 mL of diethyl ether, and stirred for 20 minutes. Water and 2 N hydrochloric acid were added to the reaction liquid, extracted with ethyl acetate, washed with aqueous saturated sodium hydrogencarbonate solution and saturated saline water, and dried with anhydrous magnesium sulfate. The solvent was evaporated away under reduced pressure to obtain crude 2-(3-bromophenyl)propan-2-ol.

Workup

  1. extractionextracted with ethyl acetate
  2. washwashed with aqueous saturated sodium hydrogencarbonate solution and saturated saline water
  3. dry with materialdried with anhydrous magnesium sulfate
  4. customThe solvent was evaporated away under reduced pressure

Sources & evidence

ORD record
ord-6c6d09dc5d2b43f4932ef0584d745997
Source dataset
uspto-grants-2010_11
Patent number
US07834019B2

Reaction notes

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