Tetrahydrofuran → HCID 73839896, compound

HRID 1877723Notes

Reaction equation

HRID 1877723 reaction equation
[CH3:1][O:2][CH:3]([O:6][CH3:7])[CH2:4][NH2:5].O1CCCC1.[CH3:13][C:14](=O)[CH2:15][C:16](=[O:18])[CH3:17]>O>[CH3:1][O:2][CH:3]([O:6][CH3:7])[CH2:4][NH:5][C:14]([CH3:13])=[CH:15][C:16](=[O:18])[CH3:17]

Participants

5

Reactant 3

HCID 8028TetrahydrofuranHCID 31261AcetylacetoneHCID 89728Aminoacetaldehyde dimethyl acetal

Product 1

HCID 73839896HCID 73839896, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

21.0 g of aminoacetaldehyde dimethylacetal (0.2 moles) were dissolved into 100 ml of tetrahydrofuran to which 20.0 g of 2,4-pentanedione (0.2 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(NCH2CH(OMe)2)Me=25.0 g (72% 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-c9ac8794c3a14638a457d69ffb1d2ec6
Source dataset
uspto-grants-2012_11
Patent number
US08313807B2

Reaction notes

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