tert-Butyl carbazate → HCID 117988010, compound

HRID 2206252Notes

Reaction equation

HRID 2206252 reaction equation
[NH:1]([C:3]([O:5][C:6]([CH3:9])([CH3:8])[CH3:7])=[O:4])[NH2:2].[CH3:10][C:11]1([CH3:17])[CH2:15][CH2:14][CH2:13][C:12]1=O>CO>[CH3:10][C:11]1([CH3:17])[CH2:15][CH2:14][CH2:13][C:12]1=[N:2][NH:1][C:3]([O:5][C:6]([CH3:9])([CH3:8])[CH3:7])=[O:4]

Participants

4

Reactant 2

HCID 70091tert-Butyl carbazateHCID 1382862,2-Dimethylcyclopentanone

Product 1

HCID 117988010HCID 117988010, compoundYield 76.9%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of tert-butyl hydrazinecarboxylate (4.1 g) and 2,2-dimethylcyclopentanone (3.5 g) in methanol (50 mL) was stirred at 70° C. for 4 hr. The reaction mixture was concentrated under reduced pressure, and the residue was washed with diethyl ether to give the title compound (5.4 g). 1H NMR (400 MHz, CDCl3) δ 1.17 (6H, s), 1.50 (9H, s), 1.61-1.64 (2H, t, J=6.8 Hz), 1.80-1.87 (2H, m), 2.24-2.27 (2H, t, J=7.2 Hz), 7.12 (1H, brs).

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. washthe residue was washed with diethyl ether

Sources & evidence

ORD record
ord-fd1e984d11dd461cbe5f408c551d5512
Source dataset
uspto-grants-2016_06
Patent number
US09371320B2

Reaction notes

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