Carbamic acid, ethyl ester → HCID 20443264, compound

HRID 1632602Notes

Reaction equation

HRID 1632602 reaction equation
[C:1](=[O:6])([O:3][CH2:4][CH3:5])[NH2:2].[CH:7]12[CH2:13][CH:10]([CH2:11][CH2:12]1)[CH:9]=[CH:8]2>C(O)C>[C:7]12([NH:2][C:1](=[O:6])[O:3][CH2:4][CH3:5])[CH2:13][CH:10]([CH2:11][CH2:12]1)[CH2:9][CH2:8]2

Participants

4

Reactant 2

HCID 5641Carbamic acid, ethyl esterHCID 103522-Norbornene

Product 1

HCID 20443264HCID 20443264, compoundYield 86%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
70 °C

Procedure

A stirred mixture of 178 g of ethyl carbamate, 94 g of norbornene, 5 g of ethanol and 20 g of ®LEWASORB AC-10 was heated to 70° C. in a stirred reactor, and stirring was continued at this temperature for 7 hours. Thereafter, the catalyst was filtered off and the mixture was distilled under reduced pressure. 157 g (86% of theory) of ethyl N-norbornylcarbamate of boiling point 148°-150° C./20 mbar and melting point 50° C. (from pentane) were obtained. No substantial amount of norbornene oligomers was detected.

Workup

  1. filtrationThereafter, the catalyst was filtered off
  2. distillationthe mixture was distilled under reduced pressure

Sources & evidence

ORD record
ord-0a790d3c60ce4e90be0aa77cc209c7e8
Source dataset
uspto-grants-1984_10
Patent number
US04476316

Reaction notes

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