tert-Butoxy bis(dimethylamino)methane → HCID 68693760, compound

HRID 1157315Notes

Reaction equation

HRID 1157315 reaction equation
[O:1]=[C:2]([C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)[CH2:3][N:4]1[CH2:9][CH2:8][N:7]([C:10]([O:12][C:13]([CH3:16])([CH3:15])[CH3:14])=[O:11])[CH2:6][CH2:5]1.CC(O[CH:28](N(C)C)[N:29]([CH3:31])[CH3:30])(C)C>>[CH3:28][N:29]([CH3:31])[CH:30]=[C:3]([N:4]1[CH2:9][CH2:8][N:7]([C:10]([O:12][C:13]([CH3:16])([CH3:15])[CH3:14])=[O:11])[CH2:6][CH2:5]1)[C:2](=[O:1])[C:17]1[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=1

Participants

3

Reactant 2

HCID 79885tert-Butoxy bis(dimethylamino)methaneHCID 46743072HCID 46743072, compound

Product 1

HCID 68693760HCID 68693760, compound

Conditions

Temperature
55 °C

Procedure

To the compound tert-butyl 4-(2-oxo-2-phenylethyl)piperazine-1-carboxylate (18 g) taken in round bottom flask, Bredereck's reagent (1 1.33 g) was added very slowly under nitrogen atmosphere. The reaction mixture was stirred at 55° C. for over-night. The progress of reaction was monitored by TLC. After consumption of starting material, diethyl ether was added to the reaction mixture. The resulting solid was filtered and dried under reduced pressure to afford tert-butyl 4-(1-(dimethylamino)-3-oxo-3-phenylprop-1-en-2-yl)piperazine-1-carboxylate as pure product.

Workup

  1. customThe progress of reaction
  2. customAfter consumption of starting material, diethyl ether
  3. additionwas added to the reaction mixture
  4. filtrationThe resulting solid was filtered
  5. customdried under reduced pressure

Sources & evidence

ORD record
ord-0ae9dbe04ebf413aa6cca3dfd591aeeb
Source dataset
uspto-grants-2010_10
Patent number
US07807671B2

Reaction notes

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