2-Chloro-4-isopropenyl-benzoic acid methyl ester → 2-Chloro-4-isopropyl-benzoic acid methyl ester

HRID 60562Notes

Reaction equation

HRID 60562 reaction equation
[CH3:1][O:2][C:3](=[O:14])[C:4]1[CH:9]=[CH:8][C:7]([C:10]([CH3:12])=[CH2:11])=[CH:6][C:5]=1[Cl:13]>CO.O=[Pt]=O>[CH3:1][O:2][C:3](=[O:14])[C:4]1[CH:9]=[CH:8][C:7]([CH:10]([CH3:11])[CH3:12])=[CH:6][C:5]=1[Cl:13]

Participants

4

Reactant 1

HCID 669274782-Chloro-4-isopropenyl-benzoic acid methyl ester

Product 1

HCID 669275682-Chloro-4-isopropyl-benzoic acid methyl ester

Reagents, catalysts & solvents 2

HCID 345198Adams' catalystCatalystHCID 887MethanolSolvent

Procedure

A solution of 2-chloro-4-isopropenyl-benzoic acid methyl ester (100 mg, 0.48 mmol) in MeOH (8.0 mL) was passed through H-cube equipped with a PtO2 cartridge. The solution was concentrated down to give 2-chloro-4-isopropyl-benzoic acid methyl ester as a yellow oil. Amount obtained: 68.0 mg (67%). 1H NMR (Chloroform-d) δ: 1.26 (d, J=6.8 Hz, 6 H) 2.92 (m, J=14.0, 6.9, 6.9 Hz, 1 H) 7.17 (dd, J=8.1, 1.9 Hz, 1 H) 7.31 (d, J=2.0 Hz, 1 H) 7.79 (d, J=8.0 Hz, 1 H).

Workup

  1. concentrationThe solution was concentrated down

Sources & evidence

ORD record
ord-a7e3dae94f00468e8e4419eb90fe3232
Source dataset
uspto-grants-2016_09
Patent number
US09440994B2

Reaction notes

Loading…