tert-Butylacetic acid → HCID 178442262, compound

HRID 1737150Notes

Reaction equation

HRID 1737150 reaction equation
[CH:1]1[CH:2]=[CH:3][C:4]2[C:11](=[O:12])[C:10]([OH:13])=[CH:9][C:7](=[O:8])[C:5]=2[CH:6]=1.[CH3:14][C:15]([CH3:21])([CH3:20])[CH2:16]C(O)=O.S(O[O-])([O-])(=O)=O.[NH4+].[NH4+]>C(#N)C.O.[N+]([O-])([O-])=O.[Ag+]>[CH3:14][C:15]([CH3:21])([CH3:20])[CH2:16][C:9]1[C:7](=[O:8])[C:5]2[C:4]([C:11](=[O:12])[C:10]=1[OH:13])=[CH:3][CH:2]=[CH:1][CH:6]=2

Participants

7

Reactant 3

HCID 14057tert-Butylacetic acidHCID 9855511Ammonium peroxysulphateHCID 178516607HCID 178516607, compound

Product 1

HCID 178442262HCID 178442262, compound

Reagents, catalysts & solvents 3

HCID 24470Silver NitrateCatalystHCID 962WaterSolvent2×HCID 6342AcetonitrileSolvent

Procedure

This compound was prepared by the general methods as described in Examples 1 to 15. Lawsone (0.15 g), 3,3-dimethylbutyric acid (0.15 g), and silver nitrate (0.15 g) were heated in a mixture of acetonitrile (5 ml) and water (5 ml) at 60-65° C. A solution of ammonium peroxysulphate (0.3 g) in water (5 ml) was added dropwise and the mixture heated for 1 hour and then processed as for Example 3 to yield the title compound . The crude product was purified on a silica gel column using 20% diethyl ether in petroleum ether eluant and recrystallised from petroleum ether to yield 38 mg of the title compound.

Workup

  1. customThis compound was prepared by the general methods
  2. temperaturethe mixture heated for 1 hour

Sources & evidence

ORD record
ord-7b53e09bc124424688b926d1dac1b8a3
Source dataset
uspto-grants-1999_10
Patent number
US05962002

Reaction notes

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