Isobutylene → butyl tert-butylcarbamate

HRID 1632601Notes

Reaction equation

HRID 1632601 reaction equation
[C:1](=[O:8])([O:3][CH2:4][CH2:5][CH2:6][CH3:7])[NH2:2].[CH2:9]=[C:10]([CH3:12])[CH3:11]>C(O)CCC>[C:10]([NH:2][C:1](=[O:8])[O:3][CH2:4][CH2:5][CH2:6][CH3:7])([CH3:12])([CH3:11])[CH3:9]

Participants

4

Reactant 2

HCID 8255IsobutyleneHCID 11596n-Butyl carbamate

Product 1

HCID 246801butyl tert-butylcarbamateYield 86%

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Conditions

Temperature
70 °C

Procedure

A stirred mixture of 117 g of butyl carbamate, 5 g of butanol, 17 g of ®LEVATIT SPC-118 and 160 g of a mixture comprising 49 percent by weight of isobutene, 41.5 percent by weight of n-butenes and 9.5 percent by weight of butanes was heated to 70° C. in a stirred autoclave, and stirring was continued at this temperature for 5 hours. Thereafter, the catalyst was separated off and the mixture was distilled under reduced pressure. 149 g (86% of theory) of butyl N-tert.-butylcarbamate of boiling point 110°-111° C./20 mbar were obtained. No substantial amount of diisobutene was detected.

Workup

  1. customThereafter, the catalyst was separated off
  2. distillationthe mixture was distilled under reduced pressure

Sources & evidence

ORD record
ord-521fc6d89dc145e398eff31bc21e78bc
Source dataset
uspto-grants-1984_10
Patent number
US04476316

Reaction notes

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