Tert-Butylamine → HCID 67160286, compound

HRID 469661Notes

Reaction equation

HRID 469661 reaction equation
[F:1][C:2]([F:15])([F:14])[C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[C:8](=[O:12])O[C:6]2=[O:13].[CH3:16][C:17]([NH2:20])([CH3:19])[CH3:18]>C(O)(=O)C>[C:17]([N:20]1[C:6](=[O:13])[C:5]2[C:9](=[CH:10][CH:11]=[C:3]([C:2]([F:1])([F:15])[F:14])[CH:4]=2)[C:8]1=[O:12])([CH3:19])([CH3:18])[CH3:16]

Participants

4

Reactant 2

HCID 6385Tert-ButylamineHCID 127177895-(Trifluoromethyl)isobenzofuran-1,3-dione

Product 1

HCID 67160286HCID 67160286, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
100 °C

Procedure

A suspension of 5-(trifluoromethyl)isobenzofuran-1,3-dione and 2-methylpropan-2-amine in acetic acid was heated at 100° C. overnight, concentrated, diluted with EtOAc, washed with saturated aqueous NaHCO3 and brine, dried (Na2SO4), filtered, and concentrated to give crude 2-tert-butyl-5-(trifluoromethyl)isoindoline-1,3-dione, which was used without purification.

Workup

  1. concentrationconcentrated
  2. additiondiluted with EtOAc
  3. washwashed with saturated aqueous NaHCO3 and brine
  4. dry with materialdried (Na2SO4)
  5. filtrationfiltered
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-48fc17a4177a497f8b8c278ce9738acb
Source dataset
uspto-grants-2014_01
Patent number
US08629143B2

Reaction notes

Loading…