Butylamine → 2-methyl-propyl N-butylaminoacetate

HRID 1089194Notes

Reaction equation

HRID 1089194 reaction equation
[CH2:1]([NH2:5])[CH2:2][CH2:3][CH3:4].Br[CH2:7][C:8]([O:10][CH2:11][CH:12]([CH3:14])[CH3:13])=[O:9]>C(#N)C>[CH2:1]([NH:5][CH2:7][C:8]([O:10][CH2:11][CH:12]([CH3:14])[CH3:13])=[O:9])[CH2:2][CH2:3][CH3:4]

Participants

4

Reactant 2

HCID 8007ButylamineHCID 5219062-Methylpropyl 2-bromoacetate

Product 1

HCID 221607122-methyl-propyl N-butylaminoacetateYield 71%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
20 °C

Procedure

20 g (0.27 mol) of n-butylamine are dissolved in 100 ml of acetonitrile, and 7.8 g (0.04 mol) of 2-methylpropyl bromoacetate are added at 20° C. The mixture is stirred for 2 hours at 20° C. and subjected to rotary evaporation, the residue is taken up in methylene chloride/water, the organic phase is dried and subjected to rotary evaporation, and the residue is filtered over silica gel (eluent hexane:acetone=7:3). 5.3 g (71% of theory) of 2-methyl-propyl N-butylaminoacetate are obtained.

Workup

  1. customsubjected to rotary evaporation
  2. customthe organic phase is dried
  3. customsubjected to rotary evaporation
  4. filtrationthe residue is filtered over silica gel (eluent hexane:acetone=7:3)

Sources & evidence

ORD record
ord-9218f45f90ad43cd836112b981faee6c
Source dataset
uspto-grants-1990_10
Patent number
US04965286

Reaction notes

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