Dimethylformamide dimethyl acetal → 478623-90-4

HRID 2279474Notes

Reaction equation

HRID 2279474 reaction equation
[O:1]=[C:2]1[CH2:7][C:6](=[O:8])[CH2:5][N:4]([C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10])[CH2:3]1.CO[CH:18](OC)[N:19]([CH3:21])[CH3:20]>C1(C)C=CC=CC=1>[CH3:18][N:19]([CH:21]=[C:7]1[C:6](=[O:8])[CH2:5][N:4]([C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10])[CH2:3][C:2]1=[O:1])[CH3:20]

Participants

4

Reactant 2

HCID 78373Dimethylformamide dimethyl acetalHCID 21942204tert-Butyl 3,5-dioxopiperidine-1-carboxylate

Product 1

HCID 68928249478623-90-4Yield 105.8%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
80 °C

Procedure

To a solution of 122 (12.39 g, 58.11 mmol) in toluene (120 mL) was added 1,1-dimethoxy-N,N-dimethylmethanamine (11.62 mL, 87.16 mmol) and the reaction was heated to 80° C. for 30 min then at 50° C. for 1 h. The reaction was concentrated to afford 16.5 g (105%) of crude tert-butyl 4-((dimethylamino)methylene)-3,5-dioxopiperidine-1-carboxylate (124) which was used without additional purification.

Workup

  1. concentrationThe reaction was concentrated

Sources & evidence

ORD record
ord-75b53c67cff5465cb8b86f3e833bc846
Source dataset
uspto-grants-2015_09
Patent number
US09133187B2

Reaction notes

Loading…