Diketene → HCID 12529173, compound

HRID 396612Notes

Reaction equation

HRID 396612 reaction equation
[CH2:1]=[C:2]1[O:6][C:4](=[O:5])[CH2:3]1.[CH3:7][N:8]([CH2:10][CH2:11][CH2:12][OH:13])[CH3:9]>C1(C)C=CC=CC=1>[CH3:7][N:8]([CH2:10][CH2:11][CH2:12][O:13][C:4](=[O:5])[CH2:3][C:2]([CH3:1])=[O:6])[CH3:9]

Participants

4

Reactant 2

HCID 12661DiketeneHCID 766463-(Dimethylamino)-1-propanol

Product 1

HCID 12529173HCID 12529173, compoundYield 100.1%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Diketene (2.54 mL, 33.0 mmol, 1.30 equiv) was added to a solution of 3-(N,N-dimethyl)aminopropan-1-ol (3.00 mL, 25.4 mmol, 1.00 equiv, Aldrich) in toluene (30 mL) and the mixture was stirred at room temperature for 70 hours. The solvent was removed to afford 4.76 g of brown oil, which was characterized spectroscopically and used for the next reaction without purification.

Workup

  1. customThe solvent was removed

Sources & evidence

ORD record
ord-1d66d726f8b64cbd9bc04afbb6c1ac38
Source dataset
uspto-grants-2003_08
Patent number
US06608086B2

Reaction notes

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