Triethylamine → HCID 68537700, compound

HRID 1931407Notes

Reaction equation

HRID 1931407 reaction equation
[CH2:1]([O:3][C:4](=[O:13])[CH2:5][C:6]([CH3:12])([CH3:11])[C:7](=O)[CH2:8]Br)[CH3:2].[F:14][C:15]([F:26])([F:25])[C:16]1[CH:24]=[CH:23][C:19]([C:20]([NH2:22])=[S:21])=[CH:18][CH:17]=1.C(N(CC)CC)C>C1(C)C=CC=CC=1>[CH2:1]([O:3][C:4](=[O:13])[CH2:5][C:6]([CH3:12])([C:7]1[N:22]=[C:20]([C:19]2[CH:18]=[CH:17][C:16]([C:15]([F:25])([F:14])[F:26])=[CH:24][CH:23]=2)[S:21][CH:8]=1)[CH3:11])[CH3:2]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 2724583ethyl 5-bromo-3,3-dimethyl-4-oxopentanoateHCID 27348234-(Trifluoromethyl)thiobenzamide

Product 1

HCID 68537700HCID 68537700, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

500 mg (1.99 mmol) of 5-bromo-3,3-dimethyl-4-oxo-pentanoic acid ethyl ester, 408.6 mg (1.99 mmol) of 4-trifluoromethyl-thiobenzamide and 403 mg (3.98 mmol) of triethylamine in 10 ml of toluene were stirred at 80° C. for 2 h. After evaporation, water and dichloromethane were added, the organic phase was separated, washed with water, dried, and evaporated. The product was purified by chromatography (silica gel, n-heptane/ethyl acetate 8:1). Yield: 498.5 mg.

Workup

  1. customAfter evaporation, water and dichloromethane
  2. additionwere added
  3. customthe organic phase was separated
  4. washwashed with water
  5. customdried
  6. customevaporated
  7. customThe product was purified by chromatography (silica gel, n-heptane/ethyl acetate 8:1)

Sources & evidence

ORD record
ord-9c784b38cb46447dbea445840834b450
Source dataset
uspto-grants-2012_05
Patent number
US08188291B2

Reaction notes

Loading…