Dimethylformamide → Trimethylhydroquinone

HRID 905090Notes

Reaction equation

[Se](=O)=[O:2].[CH:4](C1C=CC(N(CC)CC)=CC=1C)([C:11]1C=C[C:14](N(CC)CC)=[CH:13][C:12]=1[CH3:22])[C:5]1C=CC=C[CH:6]=1.CN(C)[CH:37]=[O:38]>>[CH3:6][C:5]1[C:37]([OH:38])=[C:13]([CH3:14])[C:12]([CH3:22])=[C:11]([CH:4]=1)[OH:2]

Participants

Reactant 3

HCID 6228Dimethylformamide

HCID 24007Selenium Dioxide

HCID 84752Benzenamine, 4,4'-(phenylmethylene)bis[N,N-diethyl-3-methyl-

Product 1

HCID 12785TrimethylhydroquinoneYield 234.9%

Procedure

After dissolving 45 mg of selenium dioxide, 0.4 g of a polycarbonate resin (having the same composition as the resin used for CTL in Example 1), and 280 mg of 4,4'-benzylidenebis(N,N-diethyl-m-toluidine) in 5 g of N,N-dimethylformamide and then dissolving therein 145 mg of trimethylhydroquinone, the solution obtained was immediately coated on an aluminum-vapor deposited polyester film (same as in Example 1) using a coating rod and dried for one hour under hot blast of 60° C. to form a photoconductive layer. The color of the photoconductive layer was deep red and the thickness was 8 μm. The photoconductive layer was heat-treated as in Example 1. The initial light discharge speed was 0.7 (V0 =-350 volts (saturated potential)).

Workup

dissolutiondissolving

Sources & evidence

ORD record: ord-d65f2b3888d54d768196e1f22f595cbf
Source dataset: uspto-grants-1983_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04421838

Reaction notes

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