M-Xylene → 5-Isopropyl-m-xylene

HRID 2111050Notes

Reaction equation

HRID 2111050 reaction equation
[C:1]1([CH3:8])[CH:6]=[CH:5][CH:4]=[C:3]([CH3:7])[CH:2]=1.[CH2:9]=[CH:10][CH3:11]>[Cr].[Co]>[CH3:8][C:1]1[CH:6]=[C:5]([CH:10]([CH3:11])[CH3:9])[CH:4]=[C:3]([CH3:7])[CH:2]=1

Participants

4

Procedure

A reaction was carried out using a Hastelloy C autoclave having an inside volume of 6,000 mL and equipped with an electromagnetic stirrer, a baffle plate, a gas blowing port and a liquid feed port in the same manner as that in Example 1. For the reaction, 2,003 g (18.9 moles) of metaxylene, 943 g (47.1 moles) of anhydrous HF and 715 g (17.0 moles) of propylene were used. After the reaction was terminated, the reaction mixture was fed at a rate of 300 mL per hour together with 600 g per hour of benzene to a distillation column (column internal pressure: 0.38 MPa, 122° C.) in which benzene was recirculated. A benzene solution of 3,5-dimethylcumene was separated and collected from the bottom of the column, while discharging BF3 from the top and HF from a discharge port below the condenser. The benzene solution of 3,5-dimethylcumene obtained from the bottom of the column was condensed using an evaporator and then distilled (column internal pressure: 0.0133 MPa, stage number: 12, a reflux ratio: 10) to obtain 1,925 g of desired 3,5-dimethylcumene (distillation temperature: 129° C.). The purity was 99.2% and isolation yield was 76%.

Workup

  1. customequipped with an electromagnetic stirrer
  2. customAfter the reaction was terminated
  3. distillationthe reaction mixture was fed at a rate of 300 mL per hour together with 600 g per hour of benzene to a distillation column (column internal pressure: 0.38 MPa, 122° C.) in which benzene
  4. customA benzene solution of 3,5-dimethylcumene was separated
  5. customcollected from the bottom of the column

Sources & evidence

ORD record
ord-a67c9e9ddeb94e8fb0fd2f784cfbbf28
Source dataset
uspto-grants-2009_04
Patent number
US07518025B2

Reaction notes

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