Hydrochloric Acid → 2-(4-Bromophenyl)propanoic acid

HRID 1501238Notes

Reaction equation

HRID 1501238 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([CH3:13])[C:9]([O:11]C)=[O:10])=[CH:4][CH:3]=1.Cl>O1CCCC1.O.C(OCC)(=O)C>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([CH:8]([CH3:13])[C:9]([OH:11])=[O:10])=[CH:6][CH:7]=1

Participants

6

Reactant 2

HCID 313Hydrochloric AcidHCID 11032083Methyl 2-(4-bromophenyl)propanoate

Product 1

HCID 5214412-(4-Bromophenyl)propanoic acid

Reagents, catalysts & solvents 3

HCID 962WaterSolventHCID 8028TetrahydrofuranSolventHCID 8857Ethyl AcetateSolvent

Procedure

To a solution of methyl 2-(4-bromophenyl)propanoate (2 g, 8.2 mmol) in tetrahydrofuran (30 mL) and water (20 mL) was added (1.2 g, 41 mmol) at room temperature, the mixture solution was stirred for 3 hours, then diluting with ethyl acetate (100 mL), and acidified with hydrochoric acid (6 M) to ph=3. The organic layer was dried over sodium sulfate, and concentrated to dry. The result residue 2-(4-bromophenyl)propanoic acid (2 g) was used directly for the next step without purification.

Workup

  1. dry with materialThe organic layer was dried over sodium sulfate
  2. concentrationconcentrated
  3. customto dry
  4. customThe result residue 2-(4-bromophenyl)propanoic acid (2 g) was used directly for the next step without purification

Sources & evidence

ORD record
ord-74917cb190c04878b0b799aaa6408a66
Source dataset
uspto-grants-2015_12
Patent number
US09206128B2

Reaction notes

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