Tert-Butylamine → HCID 10219990, compound

HRID 1934343Notes

Reaction equation

HRID 1934343 reaction equation
[C:1]([NH2:5])([CH3:4])([CH3:3])[CH3:2].C(N(CC)CC)C.[F:13][C:14]1[CH:22]=[C:21]([F:23])[CH:20]=[CH:19][C:15]=1[C:16](Cl)=[O:17].C([O-])(O)=O.[Na+]>ClCCl>[C:1]([NH:5][C:16](=[O:17])[C:15]1[CH:19]=[CH:20][C:21]([F:23])=[CH:22][C:14]=1[F:13])([CH3:4])([CH3:3])[CH3:2]

Participants

6

Reactant 4

HCID 6385Tert-ButylamineHCID 8471TriethylamineHCID 516892Sodium BicarbonateHCID 5880812,4-Difluorobenzoyl chloride

Product 1

HCID 10219990HCID 10219990, compoundYield 93%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A solution of t-butylamine (0.2962 g, 4.05 mmol) and triethylamine (0.70 ml, 5.02 mmol) in dichloromethane (2 ml) was cooled to 0° C. in an ice-bath. To the above solution was added a solution of 2,4-difluorobenzoyl chloride (0.3652 g, 2.07 mmol) in dichloromethane (3 ml) dropwise and stirred for 2.5 hours. The mixture was added to saturated aqueous NaHCO3 and extracted three times with ethyl acetate. The combined extracts were washed with saturated aqueous NaHCO3 and dried over MgSO4. The solvent was evaporated to give the title compound (0.4086 g; 93%).

Workup

  1. extractionextracted three times with ethyl acetate
  2. washThe combined extracts were washed with saturated aqueous NaHCO3
  3. dry with materialdried over MgSO4
  4. customThe solvent was evaporated

Sources & evidence

ORD record
ord-7ac579a7e190418b95e6f68f9fce697d
Source dataset
uspto-grants-2002_05
Patent number
US06384033B1

Reaction notes

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