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

HRID 1262989

Reaction equation

HRID 1262989 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-3f68d9a842cd428c80c4d35f17fb0c7a
Source dataset
uspto-grants-1984_06
Patent number
US04454328

Linked notes

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