6-Ethylchrysene → 12-Ethyl-6-chrysenecarbaldehyde

HRID 2413562

Reaction equation

HRID 2413562 reaction equation
[CH2:1]([C:3]1[CH:4]=[C:5]2[C:14](=[C:15]3[C:20]=1[CH:19]=[CH:18][CH:17]=[CH:16]3)[CH:13]=[CH:12][C:11]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]2=1)[CH3:2].C1C2C=CC3C(=CC([CH:39]=[O:40])=C4C=3C=CC=C4)C=2C=CC=1>C(Cl)Cl>[CH2:1]([C:3]1[C:20]2[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=2[C:14]2[C:5](=[C:6]3[C:11](=[C:12]([CH:39]=[O:40])[CH:13]=2)[CH:10]=[CH:9][CH:8]=[CH:7]3)[CH:4]=1)[CH3:2]

Participants

4

Reactant 2

HCID 759516-EthylchryseneHCID 124387746-Chrysenecarbaldehyde

Product 1

HCID 1337539012-Ethyl-6-chrysenecarbaldehydeYield 76%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

6-Ethylchrysene (Cambridge Chemical, Inc., 60 g, 0.234 mol) was formylated according to the procedure outlined in 1A, except that CH2Cl2 (1 L) was used as the reaction solvent. The crude material was chromatographed on a plug of SiO2 (1 kg) using PhCH3 as the eluting solvent, afforded 50.38 g (76%) of 12-ethyl-6-chrysenecarbaldehyde mp 138°-139°, (C, H).

Workup

  1. customThe crude material was chromatographed on a plug of SiO2 (1 kg)

Sources & evidence

ORD record
ord-fe5a0306169a4245aa6a53fe92831f07
Source dataset
uspto-grants-1988_01
Patent number
US04719046

Linked notes

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