6-Ethylchrysene → 12-Ethyl-6-chrysenecarbaldehyde

HRID 2413592

Reaction equation

HRID 2413592 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-28b4537d92374427b349def21a22c385
Source dataset
uspto-grants-1988_01
Patent number
US04719048

Linked notes

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