Triethylamine → HCID 11112624, compound

HRID 2251749Notes

Reaction equation

HRID 2251749 reaction equation
[C:1]1([CH:7]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[C:8](Cl)=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[F:17][C:18]([F:32])([F:31])[C:19]1[CH:20]=[C:21]([C:25]2[CH2:26][CH2:27][NH:28][CH2:29][CH:30]=2)[CH:22]=[CH:23][CH:24]=1.C(N(CC)CC)C>C(Cl)Cl>[C:1]1([CH:7]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[C:8]([N:28]2[CH2:27][CH:26]=[C:25]([C:21]3[CH:22]=[CH:23][CH:24]=[C:19]([C:18]([F:17])([F:31])[F:32])[CH:20]=3)[CH2:30][CH2:29]2)=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 746372,2-Diphenylacetyl chlorideHCID 111280344-[3-(Trifluoromethyl)phenyl]-1,2,3,6-tetrahydropyridine

Product 1

HCID 11112624HCID 11112624, compoundYield 34.2%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

8 g of α,α-diphenylacetyl chloride in 50 ml of methylene chloride were added dropwise to a mixture of 8 g (0.035 mole) of 4-(3-trifluoromethylphenyl)-1,2,3,6-tetrahydropyridine, 50 ml of methylene chloride and 4.96 ml of triethylamine at the temperature of 0/+5° C. Stirring is effected for one hour at room temperature, the solvent is evaporated off under reduced pressure, the residue is taken up into ethyl ether, washing is effected with a 0.2M aqueous solution of hydrochloric acid, with water, with an aqueous solution of sodium carbonate and then with water. Drying is effected over sodium sulphate, the solvent is evaporated off under reduced pressure. 5 g of the title compound are obtained.

Workup

  1. customthe solvent is evaporated off under reduced pressure
  2. washwashing
  3. customDrying
  4. customthe solvent is evaporated off under reduced pressure

Sources & evidence

ORD record
ord-849faaa771d04bf3aafe021a3c84b3db
Source dataset
uspto-grants-2008_01
Patent number
US07320982B2

Reaction notes

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