Ethyl trifluoroacetate → HCID 54438168, compound

HRID 870711Notes

Reaction equation

HRID 870711 reaction equation
[F:1][C:2]([F:9])([F:8])[C:3]([O:5]CC)=O.[C:10]1([NH:16][CH2:17][CH2:18][NH2:19])[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1>C1COCC1>[F:9][C:2]([F:1])([F:8])[C:3]([NH:19][CH2:18][CH2:17][NH:16][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)=[O:5]

Participants

4

Reactant 2

HCID 9794Ethyl trifluoroacetateHCID 742701,2-Ethanediamine, N1-phenyl-

Product 1

HCID 54438168HCID 54438168, compoundYield 114.4%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Ethyl trifluoroacetate [383-63-1] (5.5 mL, 46.1 mmol) was added to a stirred, 0° C., solution of N1-phenylethane-1,2-diamine [1664-40-0] (5.0 mL, 38.4 mmol) in THF (125 mL) and was allowed to stir and warm to ambient temperature under N2 blanket over 17 h then was partitioned between brine and ethyl acetate. The extract was dried (MgSO4) and evaporated to provide 10.2 g of clear dark yellow liquid. LRMS (ESI) m/z 232.9 [(M+H)]+, calc'd for C10H11F3N2O: 232.21.

Workup

  1. customthen was partitioned between brine and ethyl acetate
  2. dry with materialThe extract was dried (MgSO4)
  3. customevaporated

Sources & evidence

ORD record
ord-06d8021a42e8478da57f6b016a5ba31d
Source dataset
uspto-grants-2015_03
Patent number
US08969565B2

Reaction notes

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