Trifluoroacetic acid → 1,1-Dimethyl-4-nitro-butylamine trifluoroacetate

HRID 1244080Notes

Reaction equation

HRID 1244080 reaction equation
C(OC(=O)[NH:7][C:8]([CH3:16])([CH3:15])[CH2:9][CH2:10][CH2:11][N+:12]([O-:14])=[O:13])(C)(C)C.[C:18]([OH:24])([C:20]([F:23])([F:22])[F:21])=[O:19]>C(Cl)Cl>[F:21][C:20]([F:23])([F:22])[C:18]([OH:24])=[O:19].[CH3:15][C:8]([NH2:7])([CH3:16])[CH2:9][CH2:10][CH2:11][N+:12]([O-:14])=[O:13]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86587889HCID 86587889, compound

Product 1

HCID 219316631,1-Dimethyl-4-nitro-butylamine trifluoroacetateYield 88%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To (1,1-Dimethyl-4-nitro-butyl)-carbamic acid tert-butyl ester (1.0 g, 4.0 mmol) in 25 mL CH2Cl2 at −10° C. was added 2.5 mL TFA. The mixture was warmed to rt and monitored by TLC. When judged complete by TLC analysis, the mixture was concentrated to give the 518 mg (88%) of the title compound as an orange oil: mass spectrum m/e=147 (M+1).

Workup

  1. concentrationthe mixture was concentrated

Sources & evidence

ORD record
ord-cf4b506976344b1b80f8586c74ed6fea
Source dataset
uspto-grants-2006_10
Patent number
US07119207B2

Reaction notes

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