Water → HCID 85970701, compound

HRID 550220Notes

Reaction equation

HRID 550220 reaction equation
[Br:1]Br.[CH3:3][C:4]([CH3:11])([C:6](=[O:10])[CH2:7][CH2:8][CH3:9])[CH3:5].O>CCOCC>[Br:1][CH:7]([CH2:8][CH3:9])[C:6](=[O:10])[C:4]([CH3:11])([CH3:5])[CH3:3]

Participants

5

Reactant 3

HCID 962WaterHCID 24408BromineHCID 2211682,2-Dimethyl-3-hexanone

Product 1

HCID 85970701HCID 85970701, compoundYield 109.7%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

Slowly add bromine (10.87 ml, 212.15 mmol) to 2,2-dimethylhexane-3-one (27.20 g, 212.15 mmol) in ether (200 ml) and allow the reaction to stir for 14 h. Combine the reaction mixture with water (200 ml) and partition. Dry the organic layer over Na2SO4, filter and then concentrate the filtrate to provide the title compound as a yellow oil (48.2 g, quant). 1NMR (400 MHz, CDCl3) δ ppm: 1.01 (t, J=7.6 Hz, 3H), 1.27 (s, 9H), 2.03 (m, 2H), 4.58 (t, J=7.2 Hz, 1H). High Res. ES-MS: 207.0348; calc. for C8H15BrO+H, 207.0384.

Workup

  1. customthe reaction
  2. custompartition
  3. dry with materialDry the organic layer over Na2SO4
  4. filtrationfilter
  5. concentrationconcentrate the filtrate

Sources & evidence

ORD record
ord-223da78ed868420da1835d850e4c7b28
Source dataset
uspto-grants-2011_05
Patent number
US07943795B2

Reaction notes

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