Phosgene → 5-Tert-butyl-3-isocyanato-1,2-oxazole

HRID 615526Notes

Reaction equation

HRID 615526 reaction equation
[C:1](Cl)(Cl)=[O:2].[NH2:5][C:6]1[CH:10]=[C:9]([C:11]([CH3:14])([CH3:13])[CH3:12])[O:8][N:7]=1>C(OCC)(=O)C>[N:5]([C:6]1[CH:10]=[C:9]([C:11]([CH3:14])([CH3:13])[CH3:12])[O:8][N:7]=1)=[C:1]=[O:2]

Participants

4

Reactant 2

HCID 6371PhosgeneHCID 1714733-Isoxazolamine, 5-(1,1-dimethylethyl)-

Product 1

HCID 129188385-Tert-butyl-3-isocyanato-1,2-oxazole

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent2×

Procedure

99 g of phosgene was dissolved in 500 ml of ethyl acetate, then a solution of 71.6 g of 1A in 400 ml of ethyl acetate was added drop-by-drop to the stirred mixture. The mixture was stirred at reflux temperature for five hours, left standing overnight at room temperature, and filtered. The solid was dried at room temperature for two days to give dimeric 3-isocyanato-5-(1,1-dimethylethyl)-isoxazole (3A) m.p.: 165°-167° C.

Workup

  1. temperatureat reflux temperature for five hours
  2. waitleft
  3. filtrationfiltered
  4. customThe solid was dried at room temperature for two days

Sources & evidence

ORD record
ord-352d1536d9224046b5a4163883b2faea
Source dataset
uspto-grants-1985_02
Patent number
US04500345

Reaction notes

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