1-Pentanol → Diisopentyl carbonate

HRID 1903390Notes

Reaction equation

HRID 1903390 reaction equation
[CH2:1]([OH:6])[CH2:2][CH2:3][CH2:4]C.[C:7](=O)(OCCCCC)N.[C:16](=[O:24])([O:18][CH2:19][CH2:20][CH:21]([CH3:23])[CH3:22])N.C12CCCC1CCNN=2>C(O)CC(C)C>[C:16](=[O:24])([O:6][CH2:1][CH2:2][CH:3]([CH3:4])[CH3:7])[O:18][CH2:19][CH2:20][CH:21]([CH3:23])[CH3:22]

Participants

6

Reactant 4

HCID 62761-PentanolHCID 109843-Methylbutyl hydrogen carbonimidate2×HCID 69490Carbamic acid, pentyl ester (8CI)(9CI)HCID 66621985HCID 66621985, compound

Product 1

HCID 74913Diisopentyl carbonateYield 89%

Reagents, catalysts & solvents 1

HCID 31260Isoamyl AlcoholSolvent

Procedure

The procedure described in Example 4 is followed, but the n-pentanol and n-pentyl carbamate are replaced respectively by isoamyl alcohol and isoamyl carbamate, and diazabicyclo-[4,3,0]-nonene is used as the catalyst. After completion of the reaction, analysis by gas chromatography shows that 66.9% of isoamyl carbamate have been converted and 120.3 parts of diisoamyl carbonate (89% of theory, based on converted isoamyl carbamate), of boiling point 106°-108° C./18 mbar, have been formed.

Workup

  1. customAfter completion of the reaction, analysis by gas chromatography

Sources & evidence

ORD record
ord-4bf290f41c1a4134b7f574cacdd973dc
Source dataset
uspto-grants-1984_03
Patent number
US04436668

Reaction notes

Loading…