Isobutylene → HCID 69208750, compound

HRID 2375761Notes

Reaction equation

HRID 2375761 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([CH:12]=[CH:13][CH:14]=1)[O:5][CH2:6][CH2:7][CH2:8][C:9]([OH:11])=[O:10].[CH2:15]=[C:16]([CH3:18])[CH3:17].C(=O)(O)[O-].[Na+]>S(=O)(=O)(O)O.C(OCC)(=O)C>[CH3:15][C:16]([O:10][C:9](=[O:11])[CH2:8][CH2:7][CH2:6][O:5][C:4]1[CH:12]=[CH:13][CH:14]=[C:2]([Br:1])[CH:3]=1)([CH3:18])[CH3:17]

Participants

6

Reactant 3

HCID 8255IsobutyleneHCID 516892Sodium BicarbonateHCID 23844144-(3-Bromophenoxy)butanoic acid

Product 1

HCID 69208750HCID 69208750, compound

Reagents, catalysts & solvents 2

HCID 1118Sulfuric AcidCatalystHCID 8857Ethyl AcetateSolvent

Procedure

1.3 g of 4-(3-bromophenoxy)butanoic acid, 8 ml of liquid isobutene and 2 drops of sulfuric acid are placed in a pressure-resistant reactor. The reactor is closed and stirred at room temperature for 16 hours. The residual pressure is released gently and the product is taken up with ethyl acetate and sodium bicarbonate solution. The organic phase is washed with water and then dried and concentrated under reduced pressure to give the expected ester in the form of a colorless liquid (yield=94%).

Workup

  1. customThe reactor is closed
  2. washThe organic phase is washed with water
  3. customdried
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-9c3923e3a7ef4d1d88b4bb9a68cd1e5b
Source dataset
uspto-grants-2008_12
Patent number
US07465811B2

Reaction notes

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