Tert-butyl 4-phenethylbenzoate → 4-(2-Phenylethyl)benzoic acid

HRID 1501069Notes

Reaction equation

HRID 1501069 reaction equation
[CH2:1]([C:9]1[CH:21]=[CH:20][C:12]([C:13]([O:15]C(C)(C)C)=[O:14])=[CH:11][CH:10]=1)[CH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1>ClCCl.FC(F)(F)C(O)=O>[CH2:1]([C:9]1[CH:10]=[CH:11][C:12]([C:13]([OH:15])=[O:14])=[CH:20][CH:21]=1)[CH2:2][C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=1

Participants

4

Reactant 1

HCID 89580569Tert-butyl 4-phenethylbenzoate

Product 1

HCID 104894314-(2-Phenylethyl)benzoic acidYield 90%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 6422Trifluoroacetic acidSolvent

Procedure

To a solution of tert-butyl 4-phenethylbenzoate (50 mg, 0.18 mmol) in dichloromethane (8 mL), trifluoroacetic acid (2 mL) was added. The mixture was stirred 0.5 hour. Once the start material has been consumed, the resultant mixture was concentrated to give 4-phenethylbenzoic acid (36 mg, 90%).

Workup

  1. customOnce the start material has been consumed
  2. concentrationthe resultant mixture was concentrated

Sources & evidence

ORD record
ord-5317ce9f7c8c46ea8159a024319b2dea
Source dataset
uspto-grants-2015_12
Patent number
US09206128B2

Reaction notes

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