1-Methylimidazole → 2,2-Dimethyl-1-propanol acetate

HRID 898067Notes

Reaction equation

HRID 898067 reaction equation
[C:1](Cl)(=[O:3])[CH3:2].[CH2:5]([OH:10])[C:6]([CH3:9])([CH3:8])[CH3:7].CN1C=CN=C1>>[C:1]([O:10][CH2:5][C:6]([CH3:9])([CH3:8])[CH3:7])(=[O:3])[CH3:2]

Participants

4

Reactant 3

HCID 13901-MethylimidazoleHCID 6367Acetyl chlorideHCID 6404Neopentyl alcohol

Product 1

HCID 135522,2-Dimethyl-1-propanol acetateYield 86%

Conditions

Temperature
75 °C

Procedure

6.47 g (82.5 mmol) of acetyl chloride were added dropwise with stirring at 20° C. to a solution of 6.61 g (75.0 mmol) of neopentyl alcohol (2,2-dimethyl-1-propanol) and 6.76 g (82.5 mmol) of 1-methylimidazole. The reaction mixture was stirred for a further 30 min and then heated to 75° C. The suspension which had formed in the meantime was converted to a liquid biphasic mixture. Removal of the upper phase gave 8.40 g (theory: 9.76 g) of neopentyl acetate as a colorless oil having a purity of 98% (GC).

Workup

  1. customThe suspension which had formed in the meantime
  2. customRemoval of the upper phase

Sources & evidence

ORD record
ord-bd734fe3ffad409aa92f0ced160badef
Source dataset
uspto-grants-2008_04
Patent number
US07351339B2

Reaction notes

Loading…