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

HRID 500042Notes

Reaction equation

HRID 500042 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
20 °C

Procedure

6.47 g (82.5 mmol) of acetyl chloride were added dropwise 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 while stirring at 20° C. The reaction mixture was stirred for a further 30 minutes and subsequently heated to 75° C. This resulted in the suspension initially formed being converted into a liquid two-phase mixture. The upper phase was separated off to give 8.40 g (theory: 9.76 g) of neopentyl acetate as a colorless oil having a purity of 98% (GC).

Workup

  1. stirringThe reaction mixture was stirred for a further 30 minutes
  2. temperaturesubsequently heated to 75° C
  3. customThis resulted in the suspension
  4. custominitially formed
  5. customThe upper phase was separated off

Sources & evidence

ORD record
ord-45c5332b08cd4b53bfe7a2639b1abc6f
Source dataset
uspto-grants-2010_08
Patent number
US07767852B2

Reaction notes

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