tert-Butanol → tert-butyl N-ethenylcarbamate

HRID 371337

Reaction equation

HRID 371337 reaction equation
[CH:1]([N:3]=[C:4]=[O:5])=[CH2:2].C(OCC)(=O)C.[C:12]([OH:16])([CH3:15])([CH3:14])[CH3:13].C([O-])(=O)CCCCCCCCCCC.C([O-])(=O)CCCCCCCCCCC.C([Sn+2]CCCC)CCC>[Cl-].[Na+].O>[CH:1]([NH:3][C:4](=[O:5])[O:16][C:12]([CH3:15])([CH3:14])[CH3:13])=[CH2:2]

Participants

6

Reactant 4

HCID 6386tert-ButanolHCID 8857Ethyl Acetate2×HCID 77094Vinyl isocyanateHCID 9809426Di-n-butyldilauryltin

Product 1

HCID 251740tert-butyl N-ethenylcarbamate

Reagents, catalysts & solvents 1

HCID 57417360Sodium chloride; waterSolvent

Procedure

69 parts of vinyl isocyanate and 70 parts of ethyl acetate are initially taken in a reaction vessel equipped with a high-efficiency condenser (with cooling brine), a stirrer, a thermometer and a feed Vessel. 74 parts of tert.-butanol, 73 parts of ethyl acetate and 0.01% of dibutyl-tin dilaurate are added in the course of 1 hour at 40° C., after which the mixture is allowed to react for a further 10 hours at this temperature. A pale yellow clear solution is formed. Content of blocked isocyanate groups: 14.7%.

Workup

  1. customto react for a further 10 hours at this temperature
  2. customA pale yellow clear solution is formed

Sources & evidence

ORD record
ord-2566a12ea25e49e8b999d99f3e7b9e95
Source dataset
uspto-grants-1985_07
Patent number
US04530978

Linked notes

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