tert-Butoxy bis(dimethylamino)methane → 1-Dimethylamino-2-methyl-4-phenyl-pent-1-en-3-one

HRID 1855331Notes

Reaction equation

HRID 1855331 reaction equation
[C:1]1([CH:7]([C:9](=[O:12])[CH2:10][CH3:11])[CH3:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(O[CH:18]([N:22]([CH3:24])[CH3:23])N(C)C)(C)(C)C>>[CH3:24][N:22]([CH3:23])[CH:18]=[C:10]([CH3:11])[C:9](=[O:12])[CH:7]([C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1)[CH3:8]

Participants

3

Reactant 2

HCID 79885tert-Butoxy bis(dimethylamino)methaneHCID 41445242-Phenylpentan-3-one

Product 1

HCID 686313161-Dimethylamino-2-methyl-4-phenyl-pent-1-en-3-oneYield 117.6%

Procedure

A mixture of 2-phenyl-3-pentanone (106 mg, 0.54 mmol) and of tert.-butoxy-bis(dimethylamino)methane (146 mg, 0.75 mmol, 90%) was stirred at 110° C. for 16 h. The reaction was evaporated to dryness, treated twice with toluene and the solvent was evaporated under reduced pressure to give the crude title compound (138 mg, 97%) as a dark brown solid which was used directly in the next step without further purification.

Workup

  1. customThe reaction was evaporated to dryness
  2. additiontreated twice with toluene
  3. customthe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-14c388b9ab404673a2163916c26483b8
Source dataset
uspto-grants-2015_02
Patent number
US08962834B2

Reaction notes

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