Trifluoroacetic acid → tert-Butyl 2-bromo-2-methylpropionate

HRID 48088

Reaction equation

HRID 48088 reaction equation
[CH2:1]=[C:2]([CH3:4])[CH3:3].[Br:5][C:6]([CH3:11])([CH3:10])[C:7]([OH:9])=[O:8].FC(F)(F)C(O)=O>C(Cl)Cl>[Br:5][C:6]([CH3:11])([CH3:10])[C:7]([O:9][C:2]([CH3:4])([CH3:3])[CH3:1])=[O:8]

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 8255IsobutyleneHCID 749242-Bromo-2-methylpropanoic acid

Product 1

HCID 90290tert-Butyl 2-bromo-2-methylpropionate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Isobutene is condensed into a solution of 2-bromo-2-methylpropanoic acid (10 mmol) and trifluoroacetic acid (1 mmol) in 100 mL of CH2Cl2 until the starting material is consumed, as observed by TLC. The volatile components are evaporated in vacuo, and the residue is filtered through a pad of neutral alumina using 50% ether/hexane. The filtrate is concentrated in vacuo and used without further purification.

Workup

  1. customis consumed
  2. customThe volatile components are evaporated in vacuo
  3. filtrationthe residue is filtered through a pad of neutral alumina using 50% ether/hexane
  4. concentrationThe filtrate is concentrated in vacuo
  5. customused without further purification

Sources & evidence

ORD record
ord-5762bebda38142938f4f6eeb9c672c4b
Source dataset
uspto-grants-2004_03
Patent number
US06702705B1

Linked notes

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