Butylamine → Tert-butyl 2-(butylamino)acetate

HRID 1747265Notes

Reaction equation

HRID 1747265 reaction equation
[CH2:1]([NH2:5])[CH2:2][CH2:3][CH3:4].[C:6]([O:10][C:11](=[O:14])[CH2:12]Br)([CH3:9])([CH3:8])[CH3:7]>COC(C)(C)C>[C:6]([O:10][C:11](=[O:14])[CH2:12][NH:5][CH2:1][CH2:2][CH2:3][CH3:4])([CH3:9])([CH3:8])[CH3:7]

Participants

4

Reactant 2

HCID 8007ButylamineHCID 79177tert-Butyl bromoacetate

Product 1

HCID 22768716Tert-butyl 2-(butylamino)acetateYield 100%

Reagents, catalysts & solvents 1

HCID 15413tert-Butyl methyl etherSolvent

Procedure

N-Butylamine (5 mL, 51 mmol) was dissolved in t-butyl methyl ether (100 mL), and bromoacetic acid t-butyl ester (3.7 mL, 25 mmol) was then added to the solution. The obtained mixture was stirred at room temperature overnight. The generated precipitate was filtered, and the filtrate was then concentrated under reduced pressure, so as to obtain the title compound (4.67 g, yield: 100%) in the form of a colorless oily substance.

Workup

  1. filtrationThe generated precipitate was filtered
  2. concentrationthe filtrate was then concentrated under reduced pressure

Sources & evidence

ORD record
ord-59500f2200194ce3b2a2dd0c27fe9cdc
Source dataset
uspto-grants-2015_10
Patent number
US09150563B2

Reaction notes

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