2-Methoxyethylamine → HCID 15537423, compound

HRID 1877725Notes

Reaction equation

HRID 1877725 reaction equation
[CH3:1][O:2][CH2:3][CH2:4][NH2:5].O1CCCC1.[CH3:11][C:12](=O)[CH2:13][C:14](=[O:16])[CH3:15]>O>[CH3:1][O:2][CH2:3][CH2:4][NH:5][C:12]([CH3:11])=[CH:13][C:14](=[O:16])[CH3:15]

Participants

5

Reactant 3

HCID 80182-MethoxyethylamineHCID 8028TetrahydrofuranHCID 31261Acetylacetone

Product 1

HCID 15537423HCID 15537423, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

7.50 g of 2-Methoxyethylamine (0.1 moles) were dissolved into 100 ml of tetrahydrofuran to which 10.0 g of 2,4-pentanedione (0.1 moles) were added dropwise over 5 minutes. The resulting mixture was then stirred overnight after which time the solvent and water of condensation formed during the reaction was removed by vacuum distillation. The final product was then vacuum distilled as a clear liquid. Yield of MeC(O)CH2C(NCH2CH2OMe)Me=11.8 g (75% of theoretical).

Workup

  1. additionwere added dropwise over 5 minutes
  2. customformed during the reaction
  3. customwas removed by vacuum distillation
  4. distillationvacuum distilled as a clear liquid

Sources & evidence

ORD record
ord-3fa645dc572642a7a76367e989588457
Source dataset
uspto-grants-2012_11
Patent number
US08313807B2

Reaction notes

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