Dimethylamine → HCID 65648814, compound

HRID 882149Notes

Reaction equation

HRID 882149 reaction equation
Br[CH2:2]/[CH:3]=[C:4](\[CH3:9])/[C:5]([O:7][CH3:8])=[O:6].[CH3:10][NH:11][CH3:12]>O1CCCC1>[CH3:10][N:11]([CH3:12])[CH2:2]/[CH:3]=[C:4](\[CH3:9])/[C:5]([O:7][CH3:8])=[O:6]

Participants

4

Reactant 2

HCID 674DimethylamineHCID 10910383HCID 10910383, compound

Product 1

HCID 65648814HCID 65648814, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
25 °C

Procedure

To methyl(2E)-4-bromo-2-methylbut-2-enoate (643 mg, 3.33 mmol) in tetrahydrofuran (6.66 mL) was added dimethylamine (5.00 mL, 9.99 mmol, 2M in THF). The reaction was stirred at 25° C. overnight, then concentrated in vacuo and purified by silica chromatography using 1-8% DCM/MeOH (visualized with potassium permanganate stain). The product was collected and concentrated to afford the desired product as a colorless oil. LRMS (ESI) calc'd for C8H16NO2 [M+H]+: 158, found 158.

Workup

  1. concentrationconcentrated in vacuo
  2. custompurified by silica chromatography
  3. customThe product was collected
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-0febc2a45d894386a3a19490bb268e4c
Source dataset
uspto-grants-2015_03
Patent number
US08993756B2

Reaction notes

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