tert-Butyl (3-(2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-yl)-3-oxopropyl)carbamate → tert-Butyl 2,4-dioxopiperidine-1-carboxylate

HRID 589987Notes

Reaction equation

HRID 589987 reaction equation
[C:1]([O:5][C:6](=[O:22])[NH:7][CH2:8][CH2:9][C:10]([CH:12]1C(=O)OC(C)(C)[O:14][C:13]1=O)=[O:11])([CH3:4])([CH3:3])[CH3:2]>CCOC(C)=O>[O:14]=[C:13]1[CH2:12][C:10](=[O:11])[CH2:9][CH2:8][N:7]1[C:6]([O:5][C:1]([CH3:4])([CH3:3])[CH3:2])=[O:22]

Participants

3

Reactant 1

HCID 68556020tert-Butyl (3-(2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-yl)-3-oxopropyl)carbamate

Product 1

HCID 23730999tert-Butyl 2,4-dioxopiperidine-1-carboxylate

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

A solution of tert-butyl[3-(2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-yl)-3-oxopropyl]carbamate (8.3 g, 26.3 mmol) in EtOAc (130 mL) was heated at reflux for 4 h. The solution was concentrated to afford the title compound which was used without further purification. LRMS (ESI) m/z 214.2 [(M+H)+; calcd for C10H15NO4: 214].

Workup

  1. temperatureat reflux for 4 h
  2. concentrationThe solution was concentrated

Sources & evidence

ORD record
ord-46c8da7dc45049819781496ed536ee97
Source dataset
uspto-grants-2016_01
Patent number
US09233977B2

Reaction notes

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