Toluene → Diethenyl benzene-1,4-dicarboxylate

HRID 1667543Notes

Reaction equation

HRID 1667543 reaction equation
[C:1]([OH:12])(=[O:11])[C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[CH:4][CH:3]=1.[CH:13]#[CH:14].[C:15]1(C)C=CC=C[CH:16]=1>[C-]#[O+].[C-]#[O+].[C-]#[O+].[C-]#[O+].[C-]#[O+].[C-]#[O+].[C-]#[O+].[C-]#[O+].[C-]#[O+].[C-]#[O+].[Re].[Re]>[C:1]([O:12][CH:13]=[CH2:14])(=[O:11])[C:2]1[CH:10]=[CH:9][C:5]([C:6]([O:8][CH:15]=[CH2:16])=[O:7])=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 1140TolueneHCID 6326AcetyleneHCID 7489Terephthalic Acid

Product 1

HCID 15374889Diethenyl benzene-1,4-dicarboxylate

Reagents, catalysts & solvents 1

HCID 49877714285-68-8Catalyst

Procedure

A mixture of 8.0 g of terephthalic acid (48 mmol), 0.10 g of Re2(CO)10 (0.15 mmol) and 17.3 g of toluene was subjected to vinylation at 140° C., a nitrogen pressure of 2 bar and an acetylene pressure of 18 bar for 6 h. Divinyl terephthalate was obtained, which was detectable by means of GC-MS analysis.

Workup

  1. customwas subjected to vinylation at 140° C.

Sources & evidence

ORD record
ord-cdb6101b28e64e3fb355e06235d710be
Source dataset
uspto-grants-2011_10
Patent number
US08044233B2

Reaction notes

Loading…