Carbamic acid, ethyl ester → Ethyl N-tert-butylcarbamate

HRID 1632603Notes

Reaction equation

HRID 1632603 reaction equation
[C:1](=[O:6])([O:3][CH2:4][CH3:5])[NH2:2].[CH2:7]=[C:8]([CH3:10])[CH3:9]>>[C:8]([NH:2][C:1](=[O:6])[O:3][CH2:4][CH3:5])([CH3:10])([CH3:9])[CH3:7]

Participants

3

Reactant 2

HCID 5641Carbamic acid, ethyl esterHCID 8255Isobutylene

Product 1

HCID 4189386Ethyl N-tert-butylcarbamateYield 92.4%

Conditions

Temperature
70 °C

Procedure

A stirred mixture of 89 g of ethyl carbamate, 10 g of ®LEWASORB AC-10 and 70 g of isobutene was heated to 70° C. in a stirred autoclave, and stirring was continued at this temperature for 4 hours. After the reaction was complete, the catalyst was separated off and the reaction mixture was analyzed by gas chromatography. It still contained 4.5 percent by weight of diisobutene, in addition to the end product. Distillation of the crude product gave 134 g (92% of theory) of ethyl N-tert.-butylcarbamate of boiling point 70°-71° C./20 mbar.

Workup

  1. customthe catalyst was separated off
  2. additionIt still contained 4.5 percent by weight of diisobutene, in addition to the end product
  3. distillationDistillation of the crude product

Sources & evidence

ORD record
ord-996eea09712e470aa2e9599ac077ac39
Source dataset
uspto-grants-1984_10
Patent number
US04476316

Reaction notes

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