Dimethylformamide dimethyl acetal → Tert-butyl 4-[(dimethylamino)methylidene]-3-oxopiperidine-1-carboxylate

HRID 1399880Notes

Reaction equation

HRID 1399880 reaction equation
[O:1]=[C:2]1[CH2:7][CH2:6][CH2:5][N:4]([C:8]([O:10][C:11]([CH3:14])([CH3:13])[CH3:12])=[O:9])[CH2:3]1.[CH3:15][N:16]([CH:18](OC)OC)[CH3:17]>>[CH3:15][N:16]([CH:18]=[C:7]1[CH2:6][CH2:5][N:4]([C:8]([O:10][C:11]([CH3:14])([CH3:13])[CH3:12])=[O:9])[CH2:3][C:2]1=[O:1])[CH3:17]

Participants

3

Reactant 2

HCID 78373Dimethylformamide dimethyl acetalHCID 2756825Tert-butyl 3-oxopiperidine-1-carboxylate

Product 1

HCID 66861979Tert-butyl 4-[(dimethylamino)methylidene]-3-oxopiperidine-1-carboxylateYield 94%

Conditions

Temperature
100 °C

Procedure

To a stirred mixture of tert-butyl 3-oxopiperidine-1-carboxylate (1 g, 5 mmol) was added DMF-DMA (2 mL). The mixture was stirred at 100° C. for 2 hours. The mixture was concentrated by vacuum and the residue was directly for the next step (1.20 g, yield: 94%).

Workup

  1. concentrationThe mixture was concentrated by vacuum

Sources & evidence

ORD record
ord-65c5963614164b09b95affeda082ab7b
Source dataset
uspto-grants-2014_12
Patent number
US08906900B2

Reaction notes

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