Tert-Butylamine → Methyl 2-(tert-butylamino)acetate

HRID 1755629Notes

Reaction equation

HRID 1755629 reaction equation
Br[CH2:2][C:3]([O:5][CH3:6])=[O:4].[C:7]([NH2:11])([CH3:10])([CH3:9])[CH3:8]>CCOCC>[C:7]([NH:11][CH2:2][C:3]([O:5][CH3:6])=[O:4])([CH3:10])([CH3:9])[CH3:8]

Participants

4

Reactant 2

HCID 6385Tert-ButylamineHCID 60984Methyl bromoacetate

Product 1

HCID 2777439Methyl 2-(tert-butylamino)acetateYield 96.6%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

Methyl bromoacetate (7.1 mL, 75 mmol) is added dropwise to tert-butylamine (31.5 mL, 300 mmol) at 0° C. The reaction mixture is diluted with ether, warmed to room temperature and filtered. The filtrate is concentrated in vacuo to obtain the title product as a clear liquid (10.52 g) which is identified by 1H and 13CNMR spectral analyses.

Workup

  1. filtrationfiltered
  2. concentrationThe filtrate is concentrated in vacuo

Sources & evidence

ORD record
ord-7696b52d36c942eca84a552daf349118
Source dataset
uspto-grants-1995_08
Patent number
US05438035

Reaction notes

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