Hydrogen Bromide → Ethyl 2-benzyl-4-bromobutanoate

HRID 1383960Notes

Reaction equation

HRID 1383960 reaction equation
[CH2:1]([CH:8]1[CH2:13][CH2:12][O:11][C:9]1=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[BrH:14].[CH2:15](O)[CH3:16]>>[CH2:1]([CH:8]([CH2:13][CH2:12][Br:14])[C:9]([O:11][CH2:15][CH3:16])=[O:10])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 3

HCID 260Hydrogen BromideHCID 702EthanolHCID 5627583-Benzyloxolan-2-one

Product 1

HCID 21188482Ethyl 2-benzyl-4-bromobutanoate

Conditions

Temperature
45 °C

Procedure

In absolute ethanol (78 ml), α-benzyl-γ-butyrolactone (14 g, 80 mmol) was added and then saturated for thirty minutes with gaseous hydrogen bromide, maintaining the temperature below 50° C. The reaction was then heated to 45° C. and stirred at this temperature for 16 hours. The solution was concentrated under reduced pressure and the resulting oil was taken into ethyl acetate (500 ml), washed once with water, and then dried over magnesium sulfate. The solvents were removed in vacuo to yield 15.13 grams of tan oil.

Workup

  1. temperaturemaintaining the temperature below 50° C
  2. concentrationThe solution was concentrated under reduced pressure
  3. washwashed once with water
  4. dry with materialdried over magnesium sulfate
  5. customThe solvents were removed in vacuo

Sources & evidence

ORD record
ord-a94ccb2a582547f6bf1e5a7945b8f79f
Source dataset
uspto-grants-2001_07
Patent number
US06255494B1

Reaction notes

Loading…