Triethylamine → HCID 13733122, compound

HRID 359998Notes

Reaction equation

HRID 359998 reaction equation
[CH2:1]([C:5]1[CH:13]=[CH:12][C:8]([C:9](Cl)=[O:10])=[CH:7][CH:6]=1)[CH2:2][CH2:3][CH3:4].[CH3:14][C:15]([CH3:20])([CH3:19])[CH2:16][CH2:17][NH2:18].C(N(CC)CC)C>C(Cl)Cl.O>[CH3:14][C:15]([CH3:20])([CH3:19])[CH2:16][CH2:17][NH:18][C:9](=[O:10])[C:8]1[CH:12]=[CH:13][C:5]([CH2:1][CH2:2][CH2:3][CH3:4])=[CH:6][CH:7]=1

Participants

6

Reactant 3

HCID 8471TriethylamineHCID 197093,3-DimethylbutylamineHCID 1200494-Butylbenzoyl chloride

Product 1

HCID 13733122HCID 13733122, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6344DichloromethaneSolvent2×

Procedure

To a solution of 4.94 g of 4-butylbenzoylchloride in 20 ml of methylene chloride was added dropwise a solution of 2.53 g of 3,3-dimethylbutylamine and 5.1 g of triethylamine in 80.0 ml of methylene chloride. The resulting mixture was stirred at room temperature for 18 hours. The mixture was diluted with water, and the organic layer was washed with 6N hydrochloric acid, water, 2N sodium hydroxide, brine, dried, and evaporated to dryness to yield an oil which solidified on standing. The solid was triturated with hexane, collected by filtration, and dried to yield N-[3,3-dimethylbutyl]-4-n-butylbenzamide as a white solid, mp 70°-71° C.

Workup

  1. washthe organic layer was washed with 6N hydrochloric acid, water, 2N sodium hydroxide, brine
  2. customdried
  3. customevaporated to dryness
  4. customto yield an oil which
  5. customThe solid was triturated with hexane
  6. filtrationcollected by filtration
  7. customdried

Sources & evidence

ORD record
ord-80b43fa3a8f04cc0a7457d944b2d9ce3
Source dataset
uspto-grants-1991_03
Patent number
US05003106

Reaction notes

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