Ethyl trifluoroacetate → 2,2,2-trifluoro-N-(3-(methylamino)propyl)acetamide

HRID 870671Notes

Reaction equation

HRID 870671 reaction equation
[F:1][C:2]([F:9])([F:8])[C:3]([O:5]CC)=O.[CH3:10][NH:11][CH2:12][CH2:13][CH2:14][NH2:15]>C1COCC1>[F:9][C:2]([F:1])([F:8])[C:3]([NH:15][CH2:14][CH2:13][CH2:12][NH:11][CH3:10])=[O:5]

Participants

4

Reactant 2

HCID 9794Ethyl trifluoroacetateHCID 80511N-Methyl-1,3-propanediamine

Product 1

HCID 585874312,2,2-trifluoro-N-(3-(methylamino)propyl)acetamideYield 106.4%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Ethyl trifluoroacetate [383-63-1] (7.5 mL, 62.9 mmol) was slowly added to an ambient temperature solution of N1-methylpropane-1,3-diamine [6291-84-5] (6.5 mL, 62.8 mmol) in anhydrous THF (100 mL) then allowed to stir, under N2 blanket for 17 h. The reaction solution was then evaporated to provide 12.3 g of clear colorless liquid. LRMS (ESI) m/z 185.1 [(M+H)]+, calc'd for C6H11F3N2O: 184.16.

Workup

  1. customThe reaction solution was then evaporated

Sources & evidence

ORD record
ord-a4a6f411d2f74b94aec70abfef8962bc
Source dataset
uspto-grants-2015_03
Patent number
US08969565B2

Reaction notes

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