Pivaloyl chloride → N-(4-Trifluoromethoxy-benzyl)-2,2-dimethyl-propionamide

HRID 1258746Notes

Reaction equation

HRID 1258746 reaction equation
[C:1](Cl)(=[O:6])[C:2]([CH3:5])([CH3:4])[CH3:3].[F:8][C:9]([F:20])([F:19])[O:10][C:11]1[CH:18]=[CH:17][C:14]([CH2:15][NH2:16])=[CH:13][CH:12]=1>CC#N>[F:8][C:9]([F:19])([F:20])[O:10][C:11]1[CH:18]=[CH:17][C:14]([CH2:15][NH:16][C:1](=[O:6])[C:2]([CH3:5])([CH3:4])[CH3:3])=[CH:13][CH:12]=1

Participants

4

Reactant 2

HCID 62493Pivaloyl chlorideHCID 5718464-(Trifluoromethoxy)benzylamine

Product 1

HCID 58129192N-(4-Trifluoromethoxy-benzyl)-2,2-dimethyl-propionamide

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent2×

Procedure

A solution of pivaloyl chloride (2.1 mL, 17 mmol) in MeCN (10 mL) was added dropwise over 10 min to a solution of 4-trifluoromethoxy-benzylamine (2.6 mL, 17 mmol) and TEA (4.0 mL, 29 mmol) in MeCN (20 mL) at 0° C. The mixture was stirred for 30 min, filtered and concentrated. The residue was treated with water and filtration gave the sub-title compound.

Workup

  1. filtrationfiltered
  2. concentrationconcentrated
  3. additionThe residue was treated with water and filtration

Sources & evidence

ORD record
ord-b19f0543236f4bb1928ea96598b8a839
Source dataset
uspto-grants-2013_06
Patent number
US08466186B2

Reaction notes

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