Bromine → 2-Bromo-4-(hydroxymethyl)-2,4-dimethyl-3-pentanone

HRID 434756

Reaction equation

HRID 434756 reaction equation
[OH:1][CH2:2][C:3]([CH3:10])([CH3:9])[C:4](=[O:8])[CH:5]([CH3:7])[CH3:6].[Br:11]Br>C(Cl)(Cl)Cl>[Br:11][C:5]([CH3:7])([CH3:6])[C:4](=[O:8])[C:3]([CH3:10])([CH3:9])[CH2:2][OH:1]

Participants

4

Reactant 2

HCID 24408BromineHCID 5191913-Pentanone, 1-hydroxy-2,2,4-trimethyl-

Product 1

HCID 137335652-Bromo-4-(hydroxymethyl)-2,4-dimethyl-3-pentanone

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Procedure

To a stirred, refluxing solution of 69 g. (0.48 mole) of 1-hydroxy-2,2,4-trimethylpentan-3-one in 500 ml. of chloroform was added dropwise a solution of 77 g. (0.48 mole) bromine in 100 ml. of chloroform. When the addition was completed the mixture was stirred at reflux for one hour, allowed to cool and stand overnight at room temperature. Evaporation of solvent at reduced pressure afforded 127 g. of product which was used in the next step without purification.

Workup

  1. temperatureTo a stirred, refluxing solution of 69 g
  2. additionWhen the addition
  3. temperatureat reflux for one hour
  4. temperatureto cool
  5. customEvaporation of solvent at reduced pressure
  6. customafforded 127 g
  7. customof product which was used in the next step without purification

Sources & evidence

ORD record
ord-1a4d3a05c68642a69617518c30a961cb
Source dataset
uspto-grants-1983_08
Patent number
US04399163

Linked notes

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