1,1-Dimethylethyl 4-(1-phenylethyl)benzoate → 4-(1-Phenylethyl)benzoic acid

HRID 1501025Notes

Reaction equation

HRID 1501025 reaction equation
[C:1]1([CH:7]([C:9]2[CH:21]=[CH:20][C:12]([C:13]([O:15]C(C)(C)C)=[O:14])=[CH:11][CH:10]=2)[CH3:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1>ClCCl.FC(F)(F)C(O)=O>[C:1]1([CH:7]([C:9]2[CH:10]=[CH:11][C:12]([C:13]([OH:15])=[O:14])=[CH:20][CH:21]=2)[CH3:8])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 1

HCID 895805681,1-Dimethylethyl 4-(1-phenylethyl)benzoate

Product 1

HCID 195999744-(1-Phenylethyl)benzoic acidYield 90%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 6422Trifluoroacetic acidSolvent

Procedure

To a solution of tert-butyl 4-(1-phenylethyl)benzoate (500 mg, 1.77 mmol) in dichloromethane (8 mL), trifluoroacetic acid (2 mL) was added. The mixture was stirred for 0.5 hour. Once the start material was consumed, the resultant mixture was concentrated to give 4-(1-phenylethyl)benzoic acid (360 mg, 90%).

Workup

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

Sources & evidence

ORD record
ord-e142941996744b62bb906ae28c777d89
Source dataset
uspto-grants-2015_12
Patent number
US09206128B2

Reaction notes

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