Bromine → Methyl 4-bromo-3-oxopentanoate

HRID 1424989Notes

Reaction equation

HRID 1424989 reaction equation
[O:1]=[C:2]([CH2:8][CH3:9])[CH2:3][C:4]([O:6][CH3:7])=[O:5].[Br:10]Br>C(Cl)(Cl)Cl>[Br:10][CH:8]([CH3:9])[C:2](=[O:1])[CH2:3][C:4]([O:6][CH3:7])=[O:5]

Participants

4

Reactant 2

HCID 24408BromineHCID 121699Methyl 3-oxovalerate

Product 1

HCID 9815681Methyl 4-bromo-3-oxopentanoate

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

Methyl 3-oxopentanoate (1 g, 7.68 mmol) was dissolved in chloroform (30 mL). Bromine (0.4 mL, 7.80 mmol) was added under ice-cooling and the mixture was stirred for 40 minutes. The reaction solution was washed with saturated aqueous sodium bicarbonate solution, dried over anhydrous sodium sulfate and then concentrated under reduced pressure. The resulting compound was used for the next reaction without purification.

Workup

  1. temperaturecooling
  2. washThe reaction solution was washed with saturated aqueous sodium bicarbonate solution
  3. dry with materialdried over anhydrous sodium sulfate
  4. concentrationconcentrated under reduced pressure
  5. customThe resulting compound was used for the next reaction without purification

Sources & evidence

ORD record
ord-058245531a034ddd9af0eb9f73ccd404
Source dataset
uspto-grants-2015_01
Patent number
US08927588B2

Reaction notes

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