Triethylamine → HCID 57678951, compound

HRID 2061632Notes

Reaction equation

HRID 2061632 reaction equation
[F:1][C:2]([F:13])([F:12])[C:3]1[CH:11]=[CH:10][C:6]([C:7](Cl)=[O:8])=[CH:5][CH:4]=1.C(N(CC)CC)C.[F:21][C:22]([F:26])([F:25])[CH2:23][NH2:24]>C(Cl)Cl>[F:21][C:22]([F:26])([F:25])[CH2:23][NH:24][C:7](=[O:8])[C:6]1[CH:10]=[CH:11][C:3]([C:2]([F:13])([F:12])[F:1])=[CH:4][CH:5]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 9773Ethanamine, 2,2,2-trifluoro-HCID 676074-(Trifluoromethyl)benzoyl chloride

Product 1

HCID 57678951HCID 57678951, compoundYield 94%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

5.0 g (24 mmol) of 4-trifluoromethylbenzoyl chloride and 5.0 ml (36 mmol) of triethylamine were dissolved in 50 ml of CH2Cl2 and 2.4 g (24 mmol) of 2,2,2-trifluoroethylamine were slowly added dropwise at RT. The mixture was stirred at RT for 4 h, then the volatile constituents were removed under reduced pressure. The residue was taken up using 100 ml of MTB and washed initially with 30 ml of a saturated aqueous Na2CO3 solution and then with 30 ml of a saturated aqueous NaHSO4 solution. Drying was effected over MgSO4 and 6.1 g (94%) of a colorless resin were obtained which crystallized when left to stand; mp: 117° C.

Workup

  1. customthe volatile constituents were removed under reduced pressure
  2. washwashed initially with 30 ml of a saturated aqueous Na2CO3 solution
  3. customDrying

Sources & evidence

ORD record
ord-c06b28ff755d4ea19f5352b35db692fc
Source dataset
uspto-grants-2012_10
Patent number
US08283374B2

Reaction notes

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