Isobutylene → butyl tert-butylcarbamate

HRID 1632600Notes

Reaction equation

HRID 1632600 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 93%

Reagents, catalysts & solvents 1

HCID 2631-ButanolCatalyst

Conditions

Temperature
70 °C

Procedure

A stirred mixture of 117 g of butyl carbamate, 5 g of butanol, 15 g of ®LEWASORB AC-10 and 60 g of isobutene was heated to 70° C. in a stirred autoclave, and stirring was continued at this temperature for 4 hours. Thereafter, the catalyst was separated off and the mixture was distilled under reduced pressure. 161 g (93% 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-0be7aa7d57144248a3cb4130a5433f95
Source dataset
uspto-grants-1984_10
Patent number
US04476316

Reaction notes

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