Sodium Hydroxide → 2-(2-Diazoethoxy)oxane

HRID 918400Notes

Reaction equation

HRID 918400 reaction equation
[N:1]([N:3]([CH2:7][CH2:8][O:9][CH:10]1[CH2:15][CH2:14][CH2:13][CH2:12][O:11]1)C(N)=O)=O.[OH-].[Na+]>CCOCC.CCCCC>[O:11]1[CH2:12][CH2:13][CH2:14][CH2:15][CH:10]1[O:9][CH2:8][CH:7]=[N+:3]=[N-:1]

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 12850117N-Nitroso-N-{2-[(oxan-2-yl)oxy]ethyl}urea

Product 1

HCID 215208792-(2-Diazoethoxy)oxane

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 8003PentaneSolvent

Procedure

A solution of 41.8 g of N-nitroso-N-[2-(tetrahydropyran-2-yloxy)ethyl]urea in 200 ml of ether and 100 ml of pentane is added to 450 ml of 1N sodium hydroxide solution at 1°-4°C over a 25 minute period. The solution is stirred for an additional 30 minutes and the layers are separated. The organic layer is dried over sodium hydroxide pellets at 20°C for 5 minutes, and then filtered.

Workup

  1. customthe layers are separated
  2. dry with materialThe organic layer is dried over sodium hydroxide pellets at 20°C for 5 minutes
  3. filtrationfiltered

Sources & evidence

ORD record
ord-c6d1dfda6f174052997187d1696d498c
Source dataset
uspto-grants-1976_07
Patent number
US03971773

Reaction notes

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