1-Butanol → n-Butyl carbamate
Reaction equation
[NH2:1][C:2](N)=[O:3].[CH2:5]([OH:9])[CH2:6][CH2:7][CH3:8]>>[C:2](=[O:3])([O:9][CH2:5][CH2:6][CH2:7][CH3:8])[O:9][CH2:5][CH2:6][CH2:7][CH3:8].[CH2:5]([O:9][C:2](=[O:3])[NH2:1])[CH2:6][CH2:7][CH3:8]Participants
Procedure
The same procedure as used in Example 1 was followed, however, 2-methylpentamethylene 1,5-dibutylurethane was used in the mixing vessel cascade instead of hexamethylene dibutylurethane. In doing this, 660 parts 2-methylpentamethylene-1,5-diamine, 680 parts urea, and 76 parts n-butanol were added during the course of one hour. In this case, about 2400 parts/hour n-butanol was obtained at the top of the first distillation column and was cycled back into the cascade. At the top of the stripping column, 1430 parts of a mixture comprising dibutyl carbonate, carbamic acid butyl ester, and residual butanol was obtained. This mixture was returned to the second vessel in the mixing vessel cascade together with the evaporator discharge. The evaporator was run in such a way that the ratio of evaporated 2-methylpentamethylene-1,5-dibutylurethane to discharging melt was approximately 46:54. A mixture of ca. 74 weight percent 2-methylpentamethylene 1,5-diisocyanate and 26 weight percent methylpentamethylene monourethane monoisocyanates condensed in the first condenser. From this condensate, 887 parts/hour 2-methylpentamethylene 1,5-diisocyanate was obtained in a subsequent distillation process at a purity ≥98 percent (selectivity based on charged 2-methylpentamethylene 1,5-diamine: 93.6 percent).
Workup
- additionwere added during the course of one hour
Sources & evidence
- ORD record
- ord-c6ea55f427844edfab7ac09fa5d9b7c6
- Source dataset
- uspto-grants-1986_06
- Patent number
- US04596678
Reaction notes
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