Sodium Bicarbonate → 4-(3-Isopropyl-4-methoxybenzyl)-3,5-dimethylaniline

HRID 392888Notes

Reaction equation

HRID 392888 reaction equation
[CH3:1][O:2][C:3]1[CH:25]=[CH:24][C:6]([CH2:7][C:8]2[C:13]([CH3:14])=[CH:12][C:11]([NH:15]C(=O)OC(C)(C)C)=[CH:10][C:9]=2[CH3:23])=[CH:5][C:4]=1[CH:26]([CH3:28])[CH3:27].C(=O)(O)[O-].[Na+]>FC(F)(F)C(O)=O.ClCCl>[CH:26]([C:4]1[CH:5]=[C:6]([CH:24]=[CH:25][C:3]=1[O:2][CH3:1])[CH2:7][C:8]1[C:9]([CH3:23])=[CH:10][C:11]([NH2:15])=[CH:12][C:13]=1[CH3:14])([CH3:28])[CH3:27]

Participants

5

Reactant 2

HCID 516892Sodium BicarbonateHCID 15552186tert-Butyl 4-(4-methoxy-3-isopropylbenzyl)-3,5-dimethylphenylcarbamate

Product 1

HCID 112890854-(3-Isopropyl-4-methoxybenzyl)-3,5-dimethylaniline

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 6422Trifluoroacetic acidSolvent

Procedure

578 mg (1.36 mmol) of tert-butyl 4-(4-methoxy-3-isopropylbenzyl)-3,5-dimethylphenylcarbamate (Example VI) are dissolved in 10 ml of 5% trifluoroacetic acid in dichloromethane at 0° C. and stirred for 4 hours. The mixture is neutralized with sodium bicarbonate solution and dried over sodium sulphate. The product after removal of the solvent is reacted further without further purification.

Workup

  1. dry with materialdried over sodium sulphate
  2. customThe product after removal of the solvent
  3. customis reacted further without further purification

Sources & evidence

ORD record
ord-16bcfd61df3c4ade9190dba177f59190
Source dataset
uspto-grants-2004_10
Patent number
US06803480B2

Reaction notes

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